North Riding Senior Cup

Last updated

North Riding Senior Cup
Organiser(s) North Riding County FA
Founded1882;144 years ago (1882)
Region Flag of North Riding of Yorkshire.svg North Riding of Yorkshire
Teams19
Current champions Yarm & Eaglescliffe (1st title)
Most championships Middlesbrough [note 1] (55 titles)

The North Riding Senior Cup is the county cup in the North Riding of Yorkshire. It is administered by the North Riding County FA. [1] According to the current rules of the competition, it is open to all clubs whose first affiliation is with the NRCFA. A team having entered an F.A. Competition, (Challenge Cup, Vase or Trophy), in the current season must compete in the Senior Cup. Clubs can be exempt upon payment of a fee. Therefore, the lowest tier for compulsory entry are Northern League Division Two, Northern Counties East Division One or other Leagues of a similar status. [2]

Contents

The current holders are Yarm & Eaglescliffe who won the cup for the first time by beating Boro Rangers 4–1 on penalties after the match was a goalless draw in regulation time in the 2025/26 final.

List of finals

The competition was known as the Cleveland Cup between 1881 and 1902. Last win is in bold.

SeasonWinners (No')ScoreRunners-upRefNotes
1881–82 Middlesbrough(1)– Redcar and Coatham F.C. [3]
1882–83 Middlesbrough(2)– Redcar and Coatham F.C. [3]
1883–84 Middlesbrough(3)– Redcar and Coatham F.C. [3]
1884–85 Middlesbrough(4)– Redcar and Coatham F.C. [3]
1885–86 Middlesbrough(5)– Redcar and Coatham F.C. [3]
1886–87 Darlington(1)0–0
4–1(replay)		 St Augustine's [4] [5]
1887–88 Middlesbrough(6)–
1888–89 St Augustine's(1)–
1889–90 Middlesbrough(7)1–0 Stockton [6] Played at Linthorpe Road Ground, Midlesbrough
1890–91 Stockton(1)1–0 Middlesbrough [7] Played at Victoria Ground, Stockton
1891–92 Middlesbrough Ironopolis(1)1–0 Middlesbrough [8] Played at Paradise Ground, Middlesbrough. Ironopolis would be dissolved in 1894.
1892–93 Darlington(2)–
1893–94 Middlesbrough(8)–
1894–95 Darlington(3)–
1895–96 Middlesbrough(9)–
1896–97 Middlesbrough(10)–-
1897–98 South Bank(1)--
1898–99 Stockton(2)--
1899–1900 Middlesbrough(11)--
1900–01 St Augustine's (2)2–0 Middlesbrough [9]
1901–02 St Augustine's (3)1–0 South Bank [10]
1902–03 Middlesbrough(12)--
1903–04 Middlesbrough(13)--
1904–05 Middlesbrough(14)--
1905–06 Stockton(3)--
1906–07 Middlesbrough(15)– South Bank
1907–08 South Bank(2)--
1908–09 Scarborough(1)--
1909–10 South Bank(3)--
1910–11 South Bank(4)--
1911–12 Middlesbrough(16)--
1912–13 Middlesbrough(17)--
1913–14 Middlesbrough(18)--
1914–15 Middlesbrough(19)3–2 Hartlepool United
1915–19No competition due to First World War
1919–20 Middlesbrough(20)--
1920–21 Middlesbrough(21)--
1921–22 Middlesbrough(22)--
1922–23 Middlesbrough(23)4–2 York City [11]
1923–24 South Bank(5)--
1924–25 Stockton(4)--
1925–26 Stockton(5)--
1926–27 Loftus Albion(1)--
1927–28 Middlesbrough(24)--
1928–29 Scarborough(2)--
1929–30 Middlesbrough(25)--
1930–31 Middlesbrough(26)--
1931–32 South Bank(6)--
1932–33 Middlesbrough(27)--
1933–34 Middlesbrough(28)--
1934–35 Middlesbrough(29)--
1935–36 Middlesbrough(30)--
1936–37 Middlesbrough(31)--
1937–38 Middlesbrough(32)--
1938–39 Scarborough(3)--
1939–40Portrack Shamrocks(1)--
1940–45No competition due to Second World War
1945–46 Middlesbrough(33)--
1947–48 Scarborough(4)--
1948–49 Middlesbrough --
1949–50 York City(1)3–0 Middlesbrough [11] Played at Ayresome Park 7 April 1950
1950–51 Stockton(6)--
1951–52 Middlesbrough(35)--
1952–53 Stockton(7)--
1953–54 Middlesbrough(36)--
1954–55 Middlesbrough(37)1–0 York City [11] Middlesbrough's goal was scored by Brian Clough
1955–56 Scarborough(5)--
1956–57 York City(2)- Scarborough [12] [11]
1957–58 Middlesbrough(38)--
1958–59 Scarborough(6)--
1959–60 Stockton(8)--
1960–61 Scarborough(7)--
1961–62 Scarborough(8)--
1962–63 Middlesbrough(39)--
1963–64 Middlesbrough(40)--
1964–65 Whitby Town(1)--
1965–66 Middlesbrough(41)- Scarborough [13]
1966–67 Billingham Synthonia(1)--
1967–68 Whitby Town(2)--
1968–69 Scarborough(9)--
1969–70 York City(3)- Billingham Synthonia n [11]
1970–71 Middlesbrough(42)--
1971–72 Billingham Synthonia(2)--
1972–73 Scarborough(10)--
1973–74 Scarborough(11)--
1974–75 Middlesbrough(43)--
1975–76 Middlesbrough(44)--
1976–77 Scarborough(12)1–1
2–1 (Replay)		 Guisborough Town [14] [15]
1977–78 Scarborough(13)--
1978–79 Billingham Synthonia(3)--
1979–80 York City(4)- Middlesbrough [11]
1980–81 Scarborough(14)--
1981–82 Scarborough(15)--
1982–83 Whitby Town(3)--
1983–84 South Bank(7)--
1984–85 Scarborough(16)--
1985–86 York City(5)1–0 Whitby Town [11] [16]
1986–87 Scarborough(17)-- [17]
1987–88 York City(6)-- [17] [11]
1988–89 York City(7)1–0 Stockton [17] [18] [11]
1989–90 Whitby Town(4)-- [17]
1990–91 Guisborough Town(1)1–0 South Bank [17]
1991–92 Scarborough(18)3–2 Guisborough Town [17]
1992–93 Guisborough Town(2)2–0 Rowntrees [17]
1993–94 Guisborough Town(3)2–0 Pickering Town [17]
1994–95 Marske United(1)5–2 Pickering Town [17]
1995–96 York City(8)- Scarborough [17] [11]
1996–97 Middlesbrough(45)3–1 York City [17] Fabrizio Ravanelli and Paul Merson were among the Middlesbrough scorers
1997–98 Whitby Town(5)3–0 York City [17] [19]
1998–99 York City(9)4–2 Whitby Town [17] [11] Played at the Turnbull Ground, Whitby
1999–2000 York City(10)1–0 Scarborough [17] [11] [20] Played at McCain Stadium, Scarborough on 10 August 2000. York Press headline on match report is misleading - it was a hat trick of final appearances not wins
2000–01 Middlesbrough(46)2–0 York City [17] [21] Played on 14 Aug 2001 at Bootham Crescent, York
2001–02 Middlesbrough(47)4–2 Whitby Town [17] [22]
2002–03 Middlesbrough(48)2–1 Scarborough [17] [23] Played at the McCain Stadium, Scarborough on 23 July 2003
2003–04 Scarborough(19)1–0 Middlesbrough [17] [24] Played at the McCain Stadium, Scarborough on 24 July 2004
Last title for Scarborough F.C. before they were wound up.
2004–05 Whitby Town(6)3–1 Middlesbrough [17] Played at the Turnbull Ground, Whitby
2005–06 York City(11)3–1 Northallerton Town [17] [11] [25]
2006–07 Middlesbrough(49)5–0 Northallerton Town [26]
2007–08 Middlesbrough(50)2–0 York City [27]
2008–09 Middlesbrough(51)2–0 Stokesley Sports Club [28]
2009–10 York City(12)2–0 Stokesley Sports Club [11]
2010–11 Guisborough Town(4)1–0 Marske United [14] [29]
2011–12 Middlesbrough(52)1–0 York City [30]
2012–13 Pickering Town(1)3–0 Marske United [31] [32]
2013–14 Guisborough Town(5)1–0 Middlesbrough [33]
2014–15 Middlesbrough(53)2–0 Guisborough Town [34]
2015–16 Middlesbrough(54)3–1 Guisborough Town [35] [36]
2016–17 Whitby Town(7)3–1 Pickering Town [37]
2017–18 Middlesbrough(55)1–0 Scarborough Athletic [38]
2018–19 Scarborough Athletic(1)2–2 (3–2 p) Marske United [39]
2019–20 Marske United(2)6–0 Thornaby [40]
2020–21No competition due to COVID-19 pandemic
2021–22 Scarborough Athletic(2)3–0 Guisborough Town [39]
2022–23 Scarborough Athletic(3)4–1South Park Rangers [41]
2023–24 Whitby Town(8)5–1 Boro Rangers [37] [42]
2024–25 Scarborough Athletic(4)2–1 Middlesbrough [43]
2025–26 Yarm & Eaglescliffe(1)0–0 (4–1 p) Boro Rangers [44]

Winners by total wins

ClubWinsFirst final wonLast final won
Middlesbrough 551881-822017-18
Scarborough 191908-092003-04
York City 121949-502009-10
Stockton 81890-911959-60
Whitby Town 1964-652023-24
South Bank 71897-981983-84
Guisborough Town 51990-912013-14
Scarborough Athletic 42018-192024-25
Darlington 31886-871894-95
St Augustine's 1888-891901-02
Billingham Synthonia 1966-671978-79
Marske United 21994-952019-20
Middlesbrough Ironopolis 11891-921891-92
Loftus Albion 1926-271926-27
Pickering Town 2012-132012-13
Portrack Shamrocks 1939-401939-40
Yarm & Eaglescliffe 2025-262025-26

Competitions since 2005-06

2005-06

First Preliminary Round

HomeScoreAway
Bedale1-2Marske United

Second Preliminary Round

HomeScoreAway
Guisborough Town0-2Northallerton Town
Pickering Town2-0Whitby Town
Fishburn Park0-1Marske United
Richmond Mavericks2-5Thornaby
Teesside Athletic4-1Grangetown Y C C

Quarter Finals

HomeScoreAway
Marske United1-0Thornaby
Northallerton Town2-1Pickering Town
Scarborough5-1Middlesbrough
York City5-0Teesside Athletic

Semi-Finals

HomeScoreAway
Marske United0-2Northallerton Town
York City3-0Scarborough

Final

York City3-1Northallerton Town
Alex Rhodes Soccerball shade.svg9'
Neale Holmes Soccerball shade.svg23'
Chas Wrigley Soccerball shade.svg86'		 [45] Craig Skelton Soccerball shade.svg79'
Attendance: 429
Referee: P Quinn

2006-07

First Preliminary Round

HomeScoreAway
Bedale1-5Teesside Athletic
Grangetown Boys Club4-1Fishburn Park

Second Preliminary Round

HomeScoreAway
Thornaby10-1Richmond Mavericks
Northallerton Town3-1Pickering Town
Grangetown Boys Club1-3Guisborough Town
Stokesley Sports Club2-3Whitby Town
Marske United3-2Teesside Athletic

Quarter Finals

HomeScoreAway
Whitby Town0-5Northallerton Town
York City1-2Scarborough
Guisborough Town2-0Marske United
Middlesbrough2-1Thornaby

Semi-Finals

HomeScoreAway
Guisborough Town0-2Northallerton Town
Scarborough0-3Middlesbrough

Final

Middlesbrough5-0Northallerton Town
Soccerball shade.svg25'
Soccerball shade.svg33'
Soccerball shade.svg43'
Soccerball shade.svg85'
Soccerball shade.svg90'		 [46]
Billingham Synthonia
Attendance: 300

2007-08

First Preliminary Round

HomeScoreAway
Whinney Banks2-3Teesside Athletic
Kirkbymoorside0-2Scarborough Athletic
Grangetown Boys Club2-3New Marske S C

Second Preliminary Round

HomeScoreAway
Fishburn Park0-4Scarborough Athletic
Guisborough Town Black Swan3-2Stokesley S C
Pickering Town2-1Marske United
New Marske S C3-4Whitby Town
Thornaby1-0Guisborough Town
Teesside Athletic3-1Northallerton Town

Quarter Finals

HomeScoreAway
Thornaby0-2Scarborough Athletic
Guisborough Town Black Swan0-0
(1-4 on pens)		Middlesbrough
York City3-0Pickering Town
Teesside Athletic0-2Whitby Town

Semi-Finals

HomeScoreAway
Whitby Town1-2Middlesbrough
Scarborough Athletic0-2York City

Final

Middlesbrough2-0York City
Jonathon Franks Soccerball shade.svgSoccerball shade.svg [47]
Attendance: 229

2008-09

First Round

HomeScoreAway
Scarborough Town1-2Grangetown Boys Club
Fishburn Park0-0
(6-7 on pens)		Nunthorpe Athletic
Teesside Athletic2-0Kirkbymoorside

Second Round

HomeScoreAway
Guisborough Town1-1
(4-5 on pens)		Guisborough Town H C
Grangetown B C1-1
(3-4 on pens)		Markse United
Thornaby1-3Northallerton Town
Pickering Town1-1
(3-4 on pens)		Whitby Town
Stokesley S C4-3Scarborough Athletic
Nunthorpe Athletic1-1
(3-4 on pens)		Teesside Athletic

Quarter Finals

HomeScoreAway
Middlesbrough5-0Whitby Town
Stokesley S C3-0York City
Northallerton Town1-2Teesside Athletic
Guisborough Town H C0-3Marske United

Semi-Finals

HomeScoreAway
Middlesbrough2-0Marske United
Stokesley S C3-2Teesside Athletic

Final

Middlesbrough2-0Stokesley Sports Club
Stokesley Sports Club

2009-10

First Round

HomeScoreAway
Scarborough Town7-2New Marske

Second Round

HomeScoreAway
South Bank St Peters0-2Kirkbymoorside
Teesside Athletic3-2Nunthorpe Athletic
Fishburn Park1-3Scarborough Town
Grangetown Boys Club4-0Guisborough Town H C

Third Round

HomeScoreAway
Thornaby1-1
(6-5 on pens)		Grangetown Boys Club
Guisborough Town3-0Teesside Athletic
Whitby Town1-1
(2-3 on pens)		Scarborough Athletic
Marske United1-1
(3-4 on pens)		Stokesley
Scarborough Town0-3Northallerton Town
Kirkbymoorside1-4Pickering Town

Quarter Finals

HomeScoreAway
Northallerton Town3-1Scarborough Athletic
York City3-0Guisborough Town
Stokesley4-2Thornaby
Middlesbrough3-3
(4-3 on pens)		Pickering Town

Semi-Finals

HomeScoreAway
Northallerton Town3-3
(2-4 on pens)		York City
Stokesley2-1Middlesbrough

Final

Stokesley.0-2York City
Stokesley Sports Club

2010-11

Round 1

DateHomeScoreAway
12 Oct 10REDCAR ATHLETIC F.C.0 - 1PICKERING TOWN COMMUNITY F.C.
08 Jan 11KIRKBYMOORSIDE F.C.2 - 2
(4-3 on pens)		NUNTHORPE ATHLETIC F.C.
08 Jan 11GRANGETOWN BOYS CLUB F.C.3 - 1FISHBURN PARK F.C.
13 Oct 10NORTHALLERTON TOWN F.C.2 - 2
(1-4 on pens)		MARSKE UNITED F.C.
29 Oct 10THORNABY F.C.5 - 9GUISBOROUGH TOWN F.C.
26 Oct 10SCARBOROUGH ATHLETIC F.C.2 - 3STOKESLEY (Do Not Use) F.C.

Quarter Final

DateHomeScoreAway
18 Jan 11MARSKE UNITED F.C.1 - 1
(4-2 on pens)		GRANGETOWN BOYS CLUB F.C.
18 Jan 11GUISBOROUGH TOWN F.C.1 - 0Middlesbrough FC
19 Jan 11STOKESLEY F.C.2 - 1KIRKBYMOORSIDE F.C.
25 Jan 11York City FC2 - 3PICKERING TOWN COMMUNITY F.C.

Semi Final

DateHomeScoreAway
01 Mar 11PICKERING TOWN COMMUNITY F.C.2 - 3MARSKE UNITED F.C.
02 Mar 11STOKESLEY F.C.1 - 1
(2-4 on pens)		GUISBOROUGH TOWN F.C.

Final

Guisborough Town F.C.1-0Marske United F.C.
Onions Soccerball shade.svg48' [48]
Stokesley Sports Club
Attendance: 600

2011-12

Round 1

DateHomeScoreAway
8 Oct 11Grangetown Boys4-2Kirbymoorside FC
8 Oct 11Richmond Town FC7-1Fishburn Park FC

Round 2

DateHomeScoreAway
8 Nov 11Scarborough Town FC1-2Pickering Town Community FC
22 Nov 11Scarborough AFC1-5Guisborough Town FC
5 Nov 11North Ormesby FC1-4Redcar Athletic FC
1 Nov 11Marske United FC1-0Richmond Town FC
9 Nov 11Northallerton Town FC2-2
(2-4 on pens)		Stokesley Sports Club FC
15 Nov 11Thornaby FC2-2
(4-5 on pens)		Grangetown Boys Club FC

Quarter Finals

DateHomeScoreAway
18 Jan 12Stokesley Sports Club FC0-2 York City F.C.
18 Jan 12Guisborough Town FC1-0Redcar Athletic FC
1 Jan 12Marske United FC0-4 Middlesbrough F.C.
24 Jan 12Grangetown Boys Club FC4-2Pickering Town Community FC

Semi-finals

DateHomeScoreAway
15 Fen 12Guisborough Town FC1-2 Middlesbrough F.C.
28 Feb 12 York City F.C. 4-0Grangetown Boys FC

Final

Middlesbrough F.C. 1-0 York City F.C.
Reach Soccerball shade.svg45' [49]
Attendance: 304

2012-13

Source: [50]

Round 1

DateHomeScoreAway
14 Nov 12Marske United FC3-1Fishburne Park FC
4 Dec 12Redcar Athletic FC2-2
(3-2 on pens)		Scarborough Athletic FC
7 Nov 12Guisborough Town FC6-2Stokesley Sports Club FC
3 Nov 12Grangetown Boys Club FC2-1Scarborough Town FC
14 Nov 12North Ormesby FC2-4Northallerton Town FC
30 Oct 12Pickering Town Community FC3-2Thornaby FC

Quarter Finals

DateHomeScoreAway
12 Feb 13Middlesbrough FC1-2Marske United FC
9 Jan 13Guisborough Town FC4-1Redcar Athletic FC
8 Jan 13York City FC3-0Northallerton Town FC
19 Feb 13Grangetown Boys Club FC0-2Pickering Town Community FC

Semi-finals

DateHomeScoreAwayAtt
5 Mar 13Pickering Town Community FC1-1
(4-2 on pens)		Guisborough Town FC168
27 Feb 13Marske United FC2-0York City FC146

Final

Pickering Town 3 - 0 Marske United
Liam Shepherd Soccerball shade.svg58'
Liam Salt Soccerball shade.svg(pen 90)
Joe Danby Soccerball shade.svg90+2'		 [51]
Stokesley Sports Club
Attendance: 439
Referee: Paul Stalker

2013-14

Source: [52]

Preliminary Round

DateHomeScoreAway
19 Oct 13Redcar Newmarket3-1North Ormesby
19 Oct 13Fishburn Park2-3Grangetown Boys Club
19 Oct 13Dringhouses5-3Scarborough Athletic F.C. Res

Round 1

DateHomeScoreAway
9 Nov 13Grangetown Boys Club5-4Dringhouses
9 Nov 13Redcar Athletic3-2Northallerton Town
16 Nov 13Richmond Town3-2Marske United
19 Nov 13Redcar Newmarket1-1
(5-4 pens)		Thornaby
19 Nov 13Scarborough Athletic F.C. 1st2-0Pickering Town Community F.C.
4 Dec 13Stokesley Sports Club0-1Guisborough Town

Quarter finals

DateHomeScoreAway
25 Jan 14Richmond Town3 - 0York City
18 Jan 14Redcar Newmarket4 - 2Grangetown Boys Club
25 Feb 14Redcar Athletic3 - 3
(1-3 on pens)		Middlesbrough FC
28 Jan 14Scarborough Athletic1 - 2Guisborough Town

Semi-finals

DateHomeScoreAway
05 Mar 14Guisborough Town5 - 1Redcar Newmarket
19 Mar 14Middlesbrough FC3 - 1Richmond Town

Final

Middlesbrough FC0 - 1Guisborough Town FC
Report Johnson Soccerball shade.svg32'
Riverside Stadium, Middlesbrough
Attendance: 986
Referee: Stuart Campbell

2014-15

Source: [53]

Preliminary Round

DateHomeScoreAway
4 Oct 14Fishburn Park2-1Redcar Newmarket
4 Oct 14Whinney Banks YCC7-3Northallerton Town Academy
4 Oct 14Thirsk Falcons2-4Grangetown Boys Club

First Round

DateHomeScoreAway
26 Nov 14Whinney Banks3-1Richmond Town
19 Nov 14Redcar Athletic2-0Grangetown Boys Club
19 Nov 14Northallerton Town1-2Thornaby
12 Nov 14Fishburn Park0-5Marske United
19 Nov 14Guisborough Town4-2Stokesley Sports Club
25 Nov 14Scarborough Athletic1-1
(5-3) pens		Pickering Town Community FC

Quarter Finals

DateHomeScoreAway
13 Jan 15Redcar Athletic0-1York City
28 Jan 15Guisborough Town8-2Whinney Banks YCC
10 Feb 15Middlesbrough6-1Marske United
17 Feb 15Scarborough Athletic11-1Thornaby

Semi Finals

DateHomeScoreAway
17 Feb 15York City1-2Guisborough Town
31 Mar 15Middlesbrough2-1Scarborough Athletic

Final

2015-16

Source: [54]

Note - Number in brackets indicates tier in English football league system for this season.

Preliminary Round

DateHomeScoreAway
26 Sep 15Redcar Newmarket (11)w/oThirsk Falcons AFC (11)
24 Oct 15Grangetown Boys Club (11)2 - 0Redcar Town (12)
7 Nov 15Whinny Banks YCC (11)3 - 2Fishburn Park (10)

First Round

DateHomeScoreAway
21 Oct 15Northallerton Town (10)5 - 3Stokesley Sports Club (10)
9 Dec 15Guisborough Town (9)8 - 0Grangetown Boys Club (11)
25 Nov 15Scarborough Athletic FC (8)3 - 0Richmond Town (11)
8 Dec 15Thornaby (10)4 - 3Whinny Banks YCC (11)
25 Nov 15Redcar Athletic (11)3 - 1Redcar Newmarket (10)
17 Nov 15Marske United (9)4 - 1Pickering Town (9)

Quarter Finals

DateHomeScoreAway
9 Feb 16Thornaby (10)1-1
(pens 4–1)		Redcar Athletic (11)
20 Jan 16Northallerton Town (10)1 - 2Middlesbrough (2)
19 Jan 15Scarborough Athletic (8)1 -2Marske United (9)
9 Feb 16Guisborough Town (9)0-0
(pens 4–3)		York City (4)

Semi-finals

Guisborough Town2 - 1Marske United
EarlSoccerball shade.svg38'
BulmerSoccerball shade.svg56'		 KellySoccerball shade.svg78'
King George V Ground, Guisborough
Attendance: 338
Thornaby1 - 5Middlesbrough
MitchellSoccerball shade.svg29' MorelliSoccerball shade.svg14',Soccerball shade.svg23',Soccerball shade.svg42',Soccerball shade.svg46'
KitchingSoccerball shade.svg83'
Teesdale Park, Thornaby-on-Tees
Attendance: 220
Referee: Alf Greenwood

Final

Middlesbrough3-1Guisborough Town
PattisonSoccerball shade.svg38'
JakupovicSoccerball shade.svg45', 69'		 Bulmer Soccerball shade.svg61'
King George V Playing Field, Guisborough
Attendance: 440

2016-17

Source: [55]

Preliminary Round

Fishburn Park1 - 1Redcar Town
Penalties
3 - 4
Broomfield Park, Whitby
Referee: Alan Geddes

First Round

Scarborough Athletic1 - 0Redcar Town
Queensgate, Bridlington
Referee: Benjamin Stones
Marske United5 - 0Redcar Newmarket
JeffersonSoccerball-red with shade.svg28' (o.g.)
RamsbottomSoccerball shade.svg70', 78'
MulliganSoccerball shade.svg74'
ButterworthSoccerball shade.svg80'
GER Stadium, Marske-by-the-Sea
Referee: David Holmes
Northallerton Town4 - 1Thornaby
RGPS Stadium, Northallerton
Referee: George Roberts
Guisborough Town0 - 5Whitby Town
FryattSoccerball shade.svg9', 43'
HopsonSoccerball shade.svg40', 50', 60' (pen.)
King George V Ground, Guisborough
Attendance: 222
Referee: Ross Joyce
Stokesley Sports Club1 - 4Richmond Town
Stokesley Sports Ground, Stokesley
Referee: Stuart Campbell
Pickering Town Community3 - 0Redcar Athletic
DanbySoccerball shade.svg4'
BirchSoccerball shade.svg18'
Soccerball shade.svg52'
Mill Lane, Pickering
Referee: Matthew Diciccio

Quarter Finals

Richmond Town0 - 2Scarborough Athletic
Earl's Orchard, Richmond
Middlesbrough U21/Res4 - 0Northallerton Town
Billingham Synthonia FC
Referee: Christopher Keightley
Pickering Town Community4 - 1Marske United
Mill Lane, Pickering
Referee: David Holmes
Whitby Town3 - 1York City
SnaithSoccerball shade.svg5'
BythwaySoccerball shade.svg50'
Carson		 OliverSoccerball shade.svg51'
The Turnbull Ground, Whitby
Attendance: 328
Referee: Matthew Dicicco

Semi-finals

Pickering Town Community1 - 0Scarborough Athletic
KamaraSoccerball shade.svg76'
Mill Lane, Pickering
Attendance: 338
Referee: Christopher Keightley
Whitby Town4 - 3Middlesbrough U21/Res
Roberts Soccerball shade.svg44'
Bythway Soccerball shade.svg48', 60', 69'		 McGoldrick Soccerball shade.svg36'
O'Neill Soccerball shade.svg56'
Fewster Soccerball shade.svg72'
The Turnbull Ground, Whitby
Attendance: 336
Referee: Alf Greenwood

Final

Whitby Town3 - 1Pickering Town Community
HopsonSoccerball shade.svg53'
RobertsSoccerball shade.svg69', 71'		 ThompsonSoccerball shade.svg32'
Riverside Stadium, Middlesbrough
Attendance: 1,487
Referee: Nicholas Hawksby

2017-18

Source: [56]

Preliminary Round

Grangetown Boys Club1 - 2Guisborough United
Grangetown YCC Broadway, Grangetown
Referee: Alan Geddes
Redcar Newmarket0 - 5Redcar Town
Rye Hills School, Redcar Lane, Redcar
Referee: David Jarvis
Redcar Athletic2 - 0Stokesley Sports Club
Redcar Athletic FC, Green Lane,Redcar
Referee: Geoffrey Mann
Richmond Town0 - 7Boro Rangers
Earls Orchard, Richmond
Referee: Liam Powell

First Round

Pickering Town Community FC3 - 1Redcar Town
DanbySoccerball shade.svg62'
GraySoccerball shade.svg70'
MulhearnSoccerball shade.svg90+5'		 WeatheraldSoccerball shade.svg
Mill Lane, Pickering
Referee: George Roberts
Northallerton Town5 - 0Fishburn Town
The Calvert Stadium, Northallerton
Referee: Conor Ledgeway
Guisborough Town1 - 2Boro Rangers
King George V Ground, Guisborough
Referee: Jonathan Gill
Scarborough Athletic2 - 0Marske United
Attendance: 260
Referee: Matthew East
Guisborough United0 - 0 (a.e.t.)Thornaby
Penalties
1 -2
Redcar Athletic1 - 0Whitby Town
Rivis Soccerball shade.svg33'
Green Lane, Redcar
Referee: David Holmes

Quarter-finals

York City2 - 1Boro Rangers
ThompsonSoccerball shade.svg14'
KeenanSoccerball-red with shade.svg76' (o.g.)		 LiddellSoccerball shade.svg43'
Attendance: 228
Referee: Matthew East
Scarborough Athletic2 - 1Pickering Town Community
StimpsonSoccerball shade.svg47'
WrightSoccerball shade.svg52'		 Dean (OG) Soccerball shade.svg32'
Flamingo Land Stadium, Scarborough
Attendance: 1,082
Referee: Christopher Keightley
Northallerton Town1 - 1Thornaby
JamesSoccerball shade.svg89' Martin Soccerball shade.svg21'
Penalties
2 - 4
Calvert Stadium, Northallerton
Referee: George Roberts
Middlesbrough U23/Res7 - 0Redcar Athletic
ReadingSoccerball shade.svg7'
O'NeillSoccerball shade.svg14', 62'
WalkerSoccerball shade.svg31', 38', 60'
BrahiiSoccerball shade.svg75'
Green Lane, Redcar
Attendance: 300
Referee: Ross Joyce

Semi-finals

York City3 - 3Middlesbrough U23/Res
KamdjoSoccerball shade.svg66'
ThompsonSoccerball shade.svg82'
ElsdonSoccerball-red with shade.svg85' (o.g.)		 SoisaloSoccerball shade.svg45'
WearneSoccerball shade.svg77'
WalkerSoccerball shade.svg90+4' (pen.)
Penalties
0 - 3
Attendance: 151
Referee: Dane Mccarrick
Thornaby0 - 7Scarborough Athletic
CoulsonSoccerball shade.svg18'
WrightSoccerball shade.svg23'
WalshawSoccerball shade.svg32', 35', 65'
WhiteSoccerball shade.svg40'
ValentineSoccerball shade.svg45'
Teesdale Park, Thornaby
Attendance: 281
Referee: James Unwin

Final

Middlesbrough U23/Res1 - 0Scarborough Athletic
ArmstrongSoccerball shade.svg60' Hewitt Red card.svg  55'
Riverside Stadium, Middlesbrough
Attendance: 1,019
Referee: Christopher Keightley

2018-19

Source: [57]

Preliminary Round

St Mary's 19471 - 1Grangetown Boys Club
Penalties
7-8
Herlingshaw Centre
Referee: Liam Smith
Boro Rangers3 - 2Richmond Town
Referee: Jonathon Gill

First Round

Middlesbrough u23/Reserves1 - 0Pickering Town Community
Referee: David Holmes
Fishburn Park2 - 5Thornaby
Referee: David Avent
Redcar Town0 - 5Scarborough Athletic
Attendance: 172
Referee: Conor Ledgeway
Northallerton Town0 - 4York City
WrightSoccerball shade.svg32'
JonesSoccerball-red with shade.svg48' (o.g.)KempsterSoccerball shade.svg52'
YorkSoccerball shade.svg64'
Attendance: 267
Referee: Thomas Ross
Boro Ranger0 - 3Redcar Athletic
CalvertSoccerball shade.svg
BrowneSoccerball shade.svg64'
CarmichaelSoccerball shade.svg80'
Attendance: 79
Redcar Newmarket1 - 5Marske United
DowseSoccerball shade.svg64' (pen.) BrockbankSoccerball shade.svg10'
WatersSoccerball shade.svg14'
StevensSoccerball shade.svg54', 86'
OwensSoccerball shade.svg90'
Attendance: 96
Referee: Geoffrey Mann
Whitby Town6 - 1Grangetown Boys Club
MaloneySoccerball shade.svg13'
RutherfordSoccerball shade.svg37', 51', 75'
HopsonSoccerball shade.svg48'
CoffeySoccerball shade.svg73'		CooperSoccerball shade.svg45'
Attendance: 223
Referee: Connor Ledgeway
Stokesley Sports Club1 - 2Guisborough Town
Soccerball shade.svg79'WoodSoccerball shade.svg16'
BythwaySoccerball shade.svg65'
Referee: Timothy Craig

Quarter-finals

Scarborough Athletic2 - 1Guisborough Town
ForresterSoccerball shade.svg4'
CoulsonSoccerball shade.svg60'		 RobinsonSoccerball shade.svg30' ((pen))
Attendance: 423
Referee: Matthew East
Marske United3 - 1Thornaby
Attendance: 237
Referee: Matthew East
Whitby Town0 - 1Middlesbrough u23/Reserves
WalkerSoccerball shade.svg26'
Attendance: 221
Referee: Samuel Packer
York City6 - 1Redcar Athletic
ParkinSoccerball shade.svg7'
GriffithsSoccerball shade.svg10'
TaitSoccerball shade.svg
AgnewSoccerball shade.svg49' Red card.svg  82'
LangstaffSoccerball shade.svg88'
KempsterSoccerball shade.svg90'		 BrowneSoccerball shade.svg51'
Attendance: 352
Referee: Jonathon Gill

Semi-finals

Scarborough Athletic0 - 0 (a.e.t.)York City
Penalties
WalshawSoccerball shad check.svg
BrooksbySoccerball shad check.svg
KillockSoccerball shad check.svg		3 - 0
Attendance: 1,608
Referee: Samuel Packer
Middlesbrough u23/Reserves1 - 3Marske United
FletcherSoccerball shade.svg25' FairleySoccerball shade.svg52'
GottSoccerball shade.svg73' (pen.)
ButterworthSoccerball shade.svg77'
Mount Pleasant, Marske
Attendance: 304
Referee: Christopher Keightley

Final

Scarborough Athletic2 - 2Marske United
WalshawSoccerball shade.svg41'
CoulsonSoccerball shade.svg62'		 OwensSoccerball shade.svg26'
GottSoccerball shade.svg73'
Penalties
3-2ButterworthSoccerball shade cross.svg
WatersSoccerball shad check.svg
DeanSoccerball shade cross.svg
MartinSoccerball shad check.svg
Attendance: 1,502
Referee: James Unwin

2019-20

Source: [58]

Preliminary Round

Redcar Town0 - 2Staithes Athletic
Calvert Soccerball shade.svg
Thompson Soccerball shade.svg(pen.)
Mo Mowlam Memorial Park, Redcar
Referee: Liam Smith
Richmond Town0 - 1Boro Rangers
Lockwood Soccerball shade.svg65'
Northallerton Town Football Club, Ainderby Road, Romanby, Northallerton
Referee: Christopher Proffit
Yarm & Eaglescliffe2 - 1Fishburn Park
JenkinsonSoccerball shade.svg
DarbySoccerball shade.svg
Penalties
7 - 6
Referee: Alan Geddes
Grangetown Boys Club1 - 1Stokesley Sports Club
Referee: Richard Brine

First round

Yarm & Eaglescliffe2 - 1Grangetown Boys Club
ForsterSoccerball shade.svg
TiffSoccerball shade.svg
Referee: Dean Whitwell
Staithes Athletic0 - 7Scarborough Athletic
WalshawSoccerball shade.svgSoccerball shade.svgSoccerball shade.svg
CoulsonSoccerball shade.svgSoccerball shade.svgSoccerball shade.svg
ThomsonSoccerball shade.svg
Referee: Vladimir Mollov
Redcar Athletic5 - 1St Mary's 1947
SmithSoccerball shade.svgSoccerball shade.svg(pen.)
WoodSoccerball shade.svg
RivisSoccerball shade.svg
Jackson Soccerball shade.svg		ScottSoccerball shade.svg
Referee: Jonathan Gill
Redcar Newmarket0 - 6Whitby Town
BythwaySoccerball shade.svg14' (pen.)
WeledjiSoccerball shade.svg22'
BellSoccerball shade.svg38'
RoperSoccerball shade.svg45'
WearmouthSoccerball shade.svg51'
RutherfordSoccerball shade.svg78'
Attendance: 192
Referee: Antony Turner
Middlesbrough U23/Res4 - 1Boro Rangers
WearneSoccerball shade.svg
JonesSoccerball shade.svg
MalleySoccerball shade.svg
BurrellSoccerball shade.svg		BlakeSoccerball shade.svg
Referee: Dane McCarrick
Thornaby2 - 0Guisborough Town
WheatleySoccerball shade.svg7'
PrestonSoccerball shade.svg50'
Attendance: 140
Referee: Leonard Thurlow
York City5 - 0Pickering Town
LangstaffSoccerball shade.svg(?)Soccerball shade.svg50'
DyerSoccerball shade.svg36'
MaguireSoccerball shade.svg60'
HarrisonSoccerball shade.svg70'
Attendance: 256
Referee: Matthew East
Northallerton Town0 - 8Marske United
GottSoccerball shade.svg20', 55', 60'
Soccerball shade.svg
JohnsonSoccerball shade.svg34'
WatersSoccerball shade.svg37'
RoundSoccerball shade.svg43'
MartinSoccerball shade.svg50'
Referee: Geoffrey Mann

Quarter-final

Scarborough Athletic3 - 0Redcar Athletic
WatsonSoccerball shade.svg
WalshawSoccerball shade.svgSoccerball shade.svg
Attendance: 347
Thornaby3 - 2Yarm & Eaglescliffe
PrestonSoccerball shade.svg75'Soccerball shade.svg83' (pen.)
JacksonSoccerball shade.svg90'		JenkinsonSoccerball shade.svg29'
MackinSoccerball shade.svg44'
Attendance: 85
Referee: George Roberts
Marske United1 - 0Middlesbrough U23s
Round Soccerball shade.svg9'
Mount Pleasant, Marske
Attendance: 378
Referee: Davis Holmes
Whitby Town2 - 2 (a.e.t.)York City
BlackettSoccerball shade.svg65'
WeledjiSoccerball shade.svg90+5'		KingSoccerball shade.svg9'
MaguireSoccerball shade.svg45'
Penalties
BlackettSoccerball shad check.svg
PattonSoccerball shad check.svg
SukarSoccerball shade cross.svg
RoweSoccerball shad check.svg
HorwoodSoccerball shade cross.svg		3 - 4AllanSoccerball shade cross.svg
KingSoccerball shad check.svg
Jackson WSoccerball shad check.svg
HarrisonSoccerball shad check.svg
Jackson DSoccerball shad check.svg
Attendance: 363
Referee: Samuel Packer

Semi-finals

York Cityw/o (away team) [59] Thornaby
Referee: Leonard Thurlow
Marske United3 - 1Scarborough Athletic
ButterworthSoccerball shade.svg35'Soccerball shade.svg75'
BoyesSoccerball shade.svg45'		CartmanSoccerball shade.svg90+3'
Mount Pleasant, Marske
Referee: Jonathon Gill

Final

Thornaby0 - 6Marske United
TymonSoccerball shade.svg22'Soccerball shade.svg26'Soccerball shade.svg80'
BoyesSoccerball shade.svg33'Soccerball shade.svg50'
GottSoccerball shade.svg62'
Teesdale Park, Thornaby
Referee: Ross Joyce

2020-21

Source: [60]

Preliminary Round

Grangetown Boys Club2 - 0Staithes Athletic
Referee: Richard Brine
St Mary's 19470 - 2Redcar Town
Referee: Jack Evans
Boro Rangers3 - 2Yarm & Eaglescliffe
Referee: Vladimir Mollov
Fishburn Park1 - 3Richmond Town
Referee: Leonard Thurlow
Stokesley Sports Club1 - 2Kader
Referee: Simos Gerasimou

First Round

Marske United-Boro Rangers
Thornaby-Scarborough Athletic
Pickering Town-York City
Redcar Town-Northallerton Town
Whitby Town-Middlesbrough U23/Res
Richmond Town-Guisborough Town
Redcar Athletic-Grangetown Boys Club
Kader-Redcar Newmarket

Competition Cancelled After Preliminary Round [61]

2021-22

Source: [62]

First Round

Kader4 - 1Fishburn Park
Outwood Academy Acklam
Acklam, Middlesbrough
Referee: Kevin Blackburn
Yarm & Eaglescliffe1 - 1St Mary's 1947
Penalties
2-4
Conyer's School
Referee: Christopher Barley
Boro Rangers3 - 0Richmond Town
Referee: Harvey Websdale
Stokesley Sports Club2 - 2Staithes Athletic
Penalties
5-3
Stokesley Sports Club, Stokesley
Referee: Daniel Todd
Grangetown Boys Club2 - 2Redcar Newmarket
Penalties
4–3
Grange Farm Road, Middlesbrough
Referee: Alexander Bourner

Second Round

Kader3 – 3Redcar Athletic
Penalties
1–4
Outwood Academy Acklam
Acklam, Middlesbrough
Referee: Andrew Rice
Guisborough Town1 – 1Middlesbrough U23
BartliffSoccerball shade.svg Match report BaldeSoccerball shade.svg76'
Penalties
4–3
King George V Ground, Guisborough
Attendance: 314
Referee: Geoffrey Mann
Redcar Town2 – 6Scarborough Athletic
OrdSoccerball shade.svg29'
ClarkSoccerball shade.svg71'
CartmanSoccerball shade.svg(pen.)Soccerball shade.svgSoccerball shade.svg
ColvilleSoccerball shade.svg
PlantSoccerball shade.svg67'
DaySoccerball shade.svg81'
Mo Mowlam Memorial Park, Redcar
Referee: Samuel Packer
Northallerton Town1 – 1Boro Rangers
MitchellSoccerball shade.svg76'RoseSoccerball shade.svg21'
Penalties
3–4
The Calvert Stadium, Northallerton
Referee: Craig Atkin
St. Mary's 19470 – 3Marske United
ClarkSoccerball shade.svg58'
GottSoccerball shade.svg69' (pen.)
FairleySoccerball shade.svg72'
Mount Pleasant, Marske-by-the-Sea
Attendance: 246
Referee: Timothy Craig
Whitby Town4 – 1York City
CampbellSoccerball-red with shade.svg7' (o.g.)
HazelSoccerball shade.svg58'
ShepherdSoccerball shade.svg86'
GriffithsSoccerball shade.svg87'		 HeaneySoccerball shade.svg69'
Turnbull Ground, Whitby
Attendance: 361
Referee: David Holmes
Grangetown Boys Club2 – 1Stokesley Sports Club
Grange Farm Road, Middlesbrough
Referee: Richard Brine
Pickering Town8–2Thornaby
Johnson Soccerball shade.svg17', 27', 39'
Logan Soccerball shade.svg53', 59'
Joynes Soccerball shade.svg69'
Keïta Soccerball shade.svg81'
Barker Soccerball shade.svg84'		 Beddow Soccerball shade.svg8', 82' (pen))
Mill Lane, Pickering
Referee: Matthew East

Quarter-final

Scarborough Athletic1–0Whitby Town
DaySoccerball shade.svg87'
Flamingo Land Stadium, Scarborough
Attendance: 1,066
Referee: Jonathan Gill
Grangetown Boys Club1–3Redcar Athletic
DickinsonSoccerball shade.svg10' RivisSoccerball shade.svg21'
WilliamsSoccerball shade.svg44'
WalkerSoccerball shade.svg
Referee: Jonathan Gill
Pickering Town3–4Guisborough Town
LoganSoccerball shade.svg14'
FerreiraSoccerball shade.svg52'
SanyangSoccerball shade.svg69'		 BartliffSoccerball shade.svg28'
DillonSoccerball shade.svg62'
SmithymanSoccerball shade.svg85'
WebsterSoccerball shade.svg90'
Marshall Red card.svg  80'
Pickering Town Recreation Club, Pickering
Attendance: 97
Referee: Timothy Craig
Marske United2–0Boro Rangers
MaySoccerball shade.svg
MondalSoccerball shade.svg80'
Mount Pleasant Avenue, Marske-by-the-Sea
Attendance: 375
Referee: Matthew East

Semi-finals

Guisborough Town1–0Marske United
Wright-SimpsonSoccerball shade.svg78'
King George V Stadium, Guisborough
Attendance: 626
Referee: Liam Smith
Redcar Athletic1–3Scarborough Athletic
WalkerSoccerball shade.svg32' ColvilleSoccerball shade.svg58'
CadmanSoccerball shade.svg68'
DaySoccerball shade.svg81'
Attendance: 361
Referee: Matthew Dicicco

Final

Guisborough Town0–3Scarbrough Athletic
Report Plant Soccerball shade.svg54'
Jarvis Soccerball shade.svg71'
Watson Soccerball shade.svg90'
Attendance: 1387
Referee: Samuel Packer

2022-23

Source: [63]

First Round

Grangetown Boys Club1–2South Park Rangers
Soccerball shade.svg36'OddySoccerball shade.svg45'
MelvinSoccerball shade.svg86'
Grange Farm Road, Middlesbrough
Referee: Leonard Thurlow
Yarm & Eaglescliffe1–3Redcar Newmarket
JenkinsonSoccerball shade.svg57'DuffieldSoccerball shade.svg12'
Clavert Soccerball shade.svg22', 30'
Billingham Town FC, Bedford Terrace, Billingham
Referee: George Guilfoyle
Richmond Town5–2Kader
Gardner Soccerball shade.svg26', 34'
NicholasSoccerball shade.svg39'
PickersgillSoccerball shade.svg55'		Soccerball-red with shade.svg3' (o.g.)
Soccerball shade.svg79'
Earls Orchard, Richmond
Fishburn Park4–1St Marys 1947
Eskdale School, Whitby
Referee: James Gerring

Second Round

Whitby Town2–0York City
FewsterSoccerball shade.svg18', 58'
Turnbull Ground, Whitby
Referee: Macauley Gibson
Scarborough Athletic4–1Middlsbrough U23/Res
PlantSoccerball shade.svg10', 75'
TearSoccerball shade.svg58'
MaloneySoccerball shade.svg85'		 BridgeSoccerball shade.svg41'
Flamingo Land Stadium, Scarborough
Attendance: 524
Referee: Liam Smith
Northallerton Town2–0Pickering Town
RaeSoccerball shade.svg64'
WatersSoccerball shade.svg74'
The Calvert Stadium, Northallerton
Attendance: 148
Referee: George Roberts
Fishburn Park2–2Boro Rangers
JamesSoccerball shade.svg
LoftsSoccerball shade.svg
Penalties
3–4
Turnbull Ground, Whitby
Referee: Jason Payne
Thornaby4–1Redcar Newmarket
CroftSoccerball shade.svg3'
RobertsSoccerball shade.svg8' (pen.)
HindsonSoccerball shade.svg40'
ProctorSoccerball shade.svg70'		DickinsonSoccerball shade.svg22' (pen.)
Teesdale Park, Thornaby
Referee: Craig Atkin
Guisborough Town5–1Richmond Town
McGeeSoccerball shade.svg40', 76', 79'
KiernanSoccerball shade.svg71'
MillerSoccerball shade.svg90'		 LewingtonSoccerball shade.svg90+2'
King George V Ground, Guisborough
Attendance: 127
Referee: Andrew Rice
Redcar Town2–2Redcar Athletic
HowesSoccerball shade.svg11'
DixonSoccerball shade.svg89'		 DaleSoccerball shade.svg51'
WalkerSoccerball shade.svg90+4' (pen.)
Penalties
WeatheraldSoccerball shad check.svg
WilliamsSoccerball shad check.svg
BennettSoccerball shade cross.svg
ElcoateSoccerball shad check.svg
DixonSoccerball shad check.svg		4–3BellSoccerball shad check.svg
NortonSoccerball shade cross.svg
WalkerSoccerball shad check.svg
GarbuttSoccerball shade cross.svg
ClarksonSoccerball shad check.svg
Mo Mowlam Memorial Park, Redcar
Referee: Jonathan Gill
Marske United2–2South Park Rangers
PottsSoccerball shade.svg19'
ChimaliloSoccerball shade.svg21'		 BenomranSoccerball shade.svg6', 33'
Penalties
BoyesSoccerball shad check.svg
PottsSoccerball shad check.svg
GreenSoccerball shad check.svg
KennedySoccerball shad check.svg
ChilmaliloSoccerball shad check.svg
SmithSoccerball shad check.svg
SikoraSoccerball shad check.svg
MaySoccerball shade cross.svg
StoreySoccerball shade cross.svg		7–8Soccerball shad check.svg
Soccerball shad check.svg
Soccerball shad check.svg
Soccerball shad check.svg
Soccerball shad check.svg
Soccerball shad check.svg
Soccerball shad check.svg
Soccerball shade cross.svg
Soccerball shad check.svg
Mount Pleasant Avenue, Marske-by-the-Sea
Referee: Alexander Bourner

Quarter-finals

Northallerton Town3–5South Park Rangers
ParkerSoccerball shade.svg8'
Soccerball shade.svg46'
StephensonSoccerball shade.svg70'		BuchanSoccerball shade.svg
TattSoccerball shade.svgSoccerball shade.svg
BrookbanksSoccerball shade.svg
HamoSoccerball shade.svg
Attendance: 125
Referee: George Smith
Boro Rangers1–1Whitby Town
LoftsSoccerball shade.svg16' (pen.)KeenanSoccerball-red with shade.svg19' (o.g.)
Penalties
TurnerSoccerball shad check.svg
Blake CSoccerball shad check.svg
Blake PSoccerball shad check.svg
RouseSoccerball shad check.svg		4–2DaySoccerball shad check.svg
HawkinsSoccerball shade cross.svg
FewsterSoccerball shad check.svg
BramwellSoccerball shade cross.svg
Stokesley Sports Club
Referee: David Holmes
Redcar Town1–5Guisborough Town
HowesSoccerball shade.svg1' BartliffSoccerball shade.svg22'
BlackfordSoccerball shade.svg42', 60'
LieranSoccerball shade.svg48'
McGeeSoccerball shade.svg80'
Referee: Matthew East
Scarborough Athletic4–2Thornaby
IlesanmiSoccerball shade.svg25'
McGuckinSoccerball shade.svg43'
CharlesSoccerball shade.svg51', 77'		 MitchellSoccerball shade.svg44'
VeritySoccerball shade.svg83' (pen.)
Attendance: 479
Referee: Vladimir Mollov


Semi-finals

South Park Rangers2–1Guisborough Town
TattersfieldSoccerball shade.svg87', 89' McGeeSoccerball shade.svg11'
King George V Ground, Guisborough
Attendance: 203
Referee: Jonathan Gill
Boro Rangers1–2Scarborough Athletic
RoseSoccerball shade.svg30' Charles Soccerball shade.svg21', 78'
Stokesley Sports Club, Stokesley
Attendance: 220
Referee: Liam Smith

Final

Scarborough Athletic4 – 1South Park Rangers
TearSoccerball shade.svg34'
CharlesSoccerball shade.svg38'
LeachSoccerball shade.svg67'
WeledjiSoccerball shade.svg84'		 O'BrienSoccerball shade.svg30'
Attendance: 563
Referee: David Holmes

2023-24

Source: [64]

First Round

Fishburn Park5–1Kader
Referee: Macauley Gibson
Richmond Town3–2Grangetown Boys Club
Coatsworth Soccerball shade.svg
Ryan Soccerball shade.svgSoccerball shade.svg		Brookbanks Soccerball shade.svg
Hunter Soccerball shade.svg
Referee: Mark Purvis
St Mary's 19472–3Cleveland Seniors
Melvin Soccerball shade.svg13', 83'Garbutt Soccerball shade.svg10', 19', 21'
Referee: Geoffrey Mann

Second Round

Whitby Town3-1Northallerton Town
FewsterSoccerball shade.svg23', 90', 90+1' Stayman-ColinSoccerball shade.svg83'
Attendance: 191
Referee: James Gerring
Cleveland Seniors1–2Richmond Town
Soccerball shade.svg76' LewingtonSoccerball shade.svg6'Soccerball shade.svg43' (pen.)
Referee: Anthony Duffy
Middlesbrough U211–1Scarborough Athletic
Howells Soccerball shade.svg3' Green Soccerball shade.svg66'
Penalties
BridgeSoccerball shad check.svg
JohnSoccerball shad check.svg
NukrumahSoccerball shad check.svg
SimpsonSoccerball shad check.svg
SamuelsSoccerball shad check.svg
LindoSoccerball shad check.svg
Howells Soccerball shad check.svg
BilongoSoccerball shade cross.svg
Myers-SmithSoccerball shade cross.svg		7−8MulhernSoccerball shade cross.svg
MaloneySoccerball shad check.svg
WeledjiSoccerball shad check.svg
GreenSoccerball shad check.svg
CoulsonSoccerball shad check.svg
BarnesSoccerball shad check.svg
DuroseSoccerball shad check.svg
BrownSoccerball shad check.svg
PurverSoccerball shad check.svg
Attendance: 257
Referee: David Holmes
Redcar Athletic4–0Thornaby
Sayer Soccerball shade.svg66'
Walker Soccerball shade.svg81', 90+4'
Holdsworth Soccerball shade.svg90+2'
BM Bi Fold Stadium, Green Lane, Redcar
Attendance: 171
Referee: Alexander Bourner
Guisborough Town3–2York City
ColemanSoccerball shade.svg37'
CumminsSoccerball shade.svg64'
NelsonSoccerball shade.svg86'		 Report]HancoxSoccerball shade.svg51'
sizibaSoccerball shade.svg76'
King George V Ground, Guisborough
Attendance: 286
Referee: Matthew Dicicco
Pickering Town5–2Fishburn Park
SanyangSoccerball shade.svg46'Soccerball shade.svg58'
BrooksbySoccerball shade.svg61'
DyerSoccerball shade.svg77'
Soccerball-red with shade.svg(o.g.)		WarrilowSoccerball shade.svg52'
BrownSoccerball shade.svg72'
Referee: George Guilfoyle
Redcar Town2–3Boro Rangers
PrestSoccerball shade.svg15'
LeeSoccerball shade.svg23'		 GuySoccerball shade.svg40'
RoseSoccerball shade.svg70', 87'
Referee: James Gerring
Yarm & Eaglescliffe4–5Marske United
LawrenceSoccerball shade.svg28'
LarkinSoccerball shade.svg38' (pen.)
HaaniSoccerball shade.svg45'
AtkinsonSoccerball shade.svg65'		RobertsonSoccerball shade.svg3'
BoyesSoccerball shade.svg16'Soccerball shade.svg33'
ChimalloSoccerball shade.svg35'
ChurchSoccerball shade.svg55'
Billingham Town FC
Referee: Craig Atkin

Quarter-finals

Guisborough Town1–1Scarborough Athletic
Fielding Soccerball shade.svg32' Report Mulhern 39, pen'
Penalties
Martin Soccerball shade cross.svg
Blackburn Soccerball shad check.svg
Tymon Soccerball shad check.svg
Frazer Soccerball shade cross.svg
Bailey Soccerball shad check.svg		3-2Rutledge Soccerball shad check.svg
Maloney Soccerball shade cross.svg
Mulhern Soccerball shad check.svg
Weledji Soccerball shade cross.svg
Colville Soccerball shade cross.svg
King George V Stadium, Guisborough
Attendance: 409
Referee: David Holmes

Final

Boro Rangers1–5Whitby Town
WetheraldSoccerball shade.svg32' WalkerSoccerball shade.svg3', 31', 80'
DohertySoccerball shade.svg48'
ThomasSoccerball shade.svg76'
Attendance: 1,516
Referee: Liam Smith

2024/25

Source: [65]

First round

T.I.B.S1–0St Mary's 1947
GraySoccerball shade.svg
MFC Foundation Herlingshaw Centre
Referee: Harvey Websdale
Fishburn Park3–0Richmond Town
WarrilowSoccerball shade.svg
SmithSoccerball shade.svg
StorrSoccerball shade.svg
Turnbull Ground
Referee: George Roberts

Second round

T.I.B.S.2–2York City
Soccerball shade.svg65'
Soccerball shade.svg82'		DaySoccerball shade.svg20'
FarrarSoccerball shade.svg78'
Penalties
Soccerball shad check.svg
Soccerball shad check.svg
Soccerball shad check.svg
Soccerball shad check.svg		4–3GrumleySoccerball shad check.svg
TateSoccerball shad check.svg
DaySoccerball shade cross.svg
FarrarSoccerball shad check.svg
Soccerball shade cross.svg
Teesdale Park, Thornaby
Referee: Matthew East
Guisborough Town3–1Pickering Town
PickettSoccerball shade.svg17'
HowesSoccerball shade.svg24', 71'		 SilburnSoccerball shade.svg37'
KGV Stadium, Guisborough
Attendance: 147
Referee: James Gerring
Marske United0–1Middlesbrough U21/Res
Yarm & Eaglescliffe2–2Redcar Town
ChessebroughSoccerball shade.svg26'
ConwaySoccerball shade.svg55'		Soccerball-red with shade.svg23' (o.g.)
Williams-MuthanaSoccerball shade.svg85'
Penalties
0–3
Referee: Euan Sadler
Fishburn Park1–5Boro Rangers
Warrilow Soccerball shade.svg51'GuySoccerball shade.svg37'
RoseSoccerball shade.svg49'
BurnsSoccerball shade.svg
Phoenix Park, Middlesbrough
Referee: Thomas Shepherdson
Great Ayton1–0Whitby Town
ReevesSoccerball shade.svg77'
Referee: Anthony Duffy
Northallerton Town3–6Redcar Athletic
StephensonSoccerball shade.svg16'
NicholsSoccerball shade.svg64'
RyanSoccerball shade.svg67'		BlackfordSoccerball shade.svg18'
FewsterSoccerball shade.svg33', 58'
StottSoccerball shade.svg47', 57', 77'
Referee: Harvey Websdale
Scarborough Athletic7–0Thornaby
ColvilleSoccerball shade.svg31', 33'
WilesSoccerball shade.svg34'
WeledjiSoccerball shade.svg39'
KingSoccerball shade.svg54', 60'
GreenSoccerball shade.svg78'
Attendance: 341
Referee: Conor Ledgeway

Quarter-finals

Great Ayton2–2Redcar Town
Soccerball shade.svg32'
Soccerball shade.svg90'		 BeachSoccerball shade.svg22'
ReaderSoccerball shade.svg39'
Penalties
Soccerball shade cross.svg
Soccerball shad check.svg
Soccerball shade cross.svg
Soccerball shade cross.svg		1–3StorrSoccerball shad check.svg
WilliamsSoccerball shade cross.svg
MacDonaldSoccerball shad check.svg
WilsonSoccerball shad check.svg
Stokesley Sports Club
Referee: Mark Benton
Scarborough Athletic11-1T.I.B.S.
ThorntonSoccerball shade.svg8'
TrialistSoccerball shade.svg25'
GreenSoccerball shade.svg30', 37', 71'
TearSoccerball shade.svg32'
WilsonSoccerball shade.svg41'
BennettSoccerball shade.svg47', 48'
RaineSoccerball-red with shade.svg56' (o.g.)
WilesSoccerball shade.svg88'		 RobertsSoccerball shade.svg49'
Scarborough Sports Stadium
Attendance: 261
Referee: Sam Packer
Redcar Athletic1–1Boro Rangers
FewsterSoccerball shade.svg64'ThompsonSoccerball shade.svg85'
Penalties
GottSoccerball shad check.svg
FewsterSoccerball shad check.svg
FletcherSoccerball shad check.svg
BoyesSoccerball shad check.svg
GriffithsSoccerball shad check.svg		5–3TurnerSoccerball shad check.svg
HickmanSoccerball shad check.svg
BurnsSoccerball shade cross.svg
RoseSoccerball shad check.svg
Referee: George Roberts
Middlesbrough U21/Res3–1Guisborough Town
PattersonSoccerball shade.svg42'
CartwrightSoccerball shade.svg51'
Soccerball shade.svg89'		Mason Soccerball shade.svg7'
Bishop Aukland FC
Referee: Matthew Dicicco

Semi-finals

Middlesbrough U21/Res6–1Redcar Town
C. Smith Soccerball shade.svg17'
Bishop Aukland FC
Referee: Liam Smith
Redcar Athletic0–2Scarborough Athletic
Liddle Soccerball-red with shade.svg6' (o.g.)
Marshall Soccerball shade.svg84'
Referee: Macauley Gibson

Final

Middlesbrough U21/Res1–2Scarborough Athletic
 Report
Attendance: 804

2025/26

Source: [66]

First round

Stokesley Sports Club2–1Great Ayton United
ForbesSoccerball-red with shade.svg47' (o.g.)
WilliamsSoccerball shade.svg81'		JonesSoccerball shade.svg40'
Referee: Thomas hoyland
Fishburn Park1–2Richmond Town
DraperSoccerball shade.svg45', 60', 75', 88'
FinnSoccerball shade.svg55'
WestonSoccerball shade.svg31', 50'
BauerSoccerball shade.svg45+2'
Referee: Callum Thirlwell

Second round

Marske United5–3Pickering Town
Referee: Anthony Duffy
Scarborough Athletic3–2Guisborough town
ChapmanSoccerball shade.svg33'
ColvilleSoccerball shade.svg77'
DearSoccerball shade.svg90'		 WillshawSoccerball shade.svg10'
DowsonSoccerball shade.svg36'
Attendance: 242
Referee: MacAuley Gibson
Grangetown Boys Club3–0Whitby Town U18
MahoneySoccerball shade.svg26'
O'BrienSoccerball shade.svg76'
UrwinSoccerball shade.svg80'
Referee: Elliot Endrodi
Richmond Town0–3Redcar Athletic
FewsterSoccerball shade.svg71'
HOwardSoccerball shade.svg80'
AndersonSoccerball shade.svg90'
Referee: Mark Shields
Thornaby1–0Northallerton Town
ConwaySoccerball shade.svg22'
Referee: Andrew Rice
Yarm & Eaglescliffe3–3York City
DaltonSoccerball shade.svg35'
RobertsSoccerball shade.svg56'
WilliamsSoccerball shade.svg75'		FarrarSoccerball shade.svg63'
GreeningSoccerball shade.svg69', 90+3' (pen.)
Penalties
WildSoccerball shad check.svg
HillersSoccerball shad check.svg
AtkinsonSoccerball shad check.svg		3–0GreeningSoccerball shade cross.svg
HewsonSoccerball shade cross.svg
FarrarSoccerball shade cross.svg
Referee: George Roberts
Boro Rangers2–1Middlesbrough U21/Res
GoodmanSoccerball shade.svg20'
ThompsonSoccerball shade.svg83'		Soccerball shade.svg22'
Referee: Matthew East
Stokesley Sports Club0–2Redcar Town
DuffieldSoccerball shade.svg7'
CarmichaelSoccerball shade.svg56'
Attendance: 66
Referee: Nathan Alexander

Quarter finals

Marske United0–4Northallerton Town
Croft Soccerball shade.svg5'
ShortSoccerball shade.svg41', 77'
Harker Soccerball shade.svg90+1'
Referee: Isaac Stephenson
Redcar Athletic6–0Grangetown Boys Club
BurnsSoccerball shade.svg7'
TaylorSoccerball shade.svg9'
BartliffSoccerball shade.svg33'
AndersonSoccerball shade.svg45'
RoundSoccerball shade.svg58'
FewsterSoccerball shade.svg83'
Attendance: 241
Referee: Anthony Duffy
Scarborough Athletic2–2Yarm & Eaglescliffe
PurverSoccerball shade.svg48'
ThorntonSoccerball shade.svg50'		 LarkinSoccerball shade.svg16'
ThomsonSoccerball shade.svg83'
Penalties
MaloneySoccerball shad check.svg
AllanSoccerball shad check.svg
GreenSoccerball shad check.svg
TearSoccerball shade cross.svg
ChapmanSoccerball shad check.svg
WaldronSoccerball shade cross.svg		5–6WildSoccerball shad check.svg
Stewart-TichinerSoccerball shad check.svg
CheesebroughSoccerball shad check.svg
WilliamsSoccerball shad check.svg
ThomsonSoccerball shade cross.svg
CatnachSoccerball shad check.svg
JonesSoccerball shad check.svg
Attendance: 156
Referee: Thomas Ross
Redcar Town1–3Boro Rangers
StaresSoccerball shade.svg15'CrooksSoccerball shade.svg46'
WalkerSoccerball shade.svg48'
GuySoccerball shade.svg80'
Referee: Thomas Shepherdson

Semi finals

Northallerton Town1–2Yarm & Eaglescliffe
HughesSoccerball shade.svg16'AtkinsonSoccerball shade.svg57'
TitchnerSoccerball shade.svg90+4'
Attendance: 306
Referee: Harvey Websdale
Boro Rangers1–0Redcar Athletic
TurnerSoccerball shade.svg51'
Referee: Tom Lishman

Final

Yarm & Eaglescliffe0–0Boro Rangers
Penalties
WildSoccerball shad check.svg
WilliamsSoccerball shad check.svg
RobertsSoccerball shad check.svg
LarkinSoccerball shad check.svg		4–1Soccerball shade cross.svg
HickmanSoccerball shade cross.svg
WalkerSoccerball shad check.svg
Attendance: 1617

2026/27

Sourced from North Riding FA website [67]

First Round

Richmond Town7–2Great Ayton United Royals
ProudlockSoccerball shade.svg
SartiniSoccerball shade.svgSoccerball shade.svg
LambSoccerball shade.svg
SphulerSoccerball shade.svg
BanhamSoccerball shade.svg
HepperSoccerball shade.svg
Dave Clark Arena, Richmond
Referee: Bradley Triffitt

Second Round

Whitby Town–Richmond Town
Fishburn Park–York City
Thornaby–Yarm & Eaglescliffe
Marske United–Stokesley Sports Club
Redcar Town–Scarborough Athletic
Middlesbrough U21/Res–Grangetown Boys Club
Heritage Park, Bishop Auckland
Referee: Harvey Websdale
Guisborough Town–Northallerton Town
Redcar Athletic–Pickering Town Community

Notes

  1. ↑ including "A" and reserve teams.

References

  1. ↑ Cup Results
  2. ↑ North Riding County Football Association Ltd - Handbook Season 2012-2013. North Riding County Football Association Ltd. p. 84.
  3. 1 2 3 4 5 Neal, Tom (2021). The Famous Yorkshiremen: The Forgotten History of Redcar's Footballing Pioneers. Old Bird Publishing. ISBN   978-1-3999-0699-9.
  4. ↑ Lloyd, Chris (9 December 2022). "New picture of Arthur Wharton and Darlington FC is discovered". The Northern Echo. Retrieved 12 October 2026.
  5. ↑ "The day Quakers first tasted glory". The Northern Echo. 18 September 2008. Retrieved 12 October 2026.
  6. ↑ "Cleveland Challenge Cup Final Tie: Middlesbrough v. Stockton". North-Eastern Daily Gazette. Middlesbrough. 21 April 1890. p. 3.
  7. ↑ "Cleveland Challenge Cup - Final Tie: Stockton v. Middlesbrough". North-Eastern Daily Gazette. Middlesbrough. 27 April 1891. p. 3.
  8. ↑ "Cleveland Challenge Cup - Final Tie: Middlesbrough Ironopolis v. Middlesbrough". North-Eastern Daily Gazette. Middlesbrough. 25 April 1892. p. 3.
  9. ↑ "Cleveland Challenge Cup - Final Tie: Darlington St Augustine's v. Middlesbrough A". North-Eastern Daily Gazette. Middlesbrough. 29 April 1901. p. 3.
  10. ↑ "Cleveland Challenge Cup - Final Tie: Darlington St. Augustine's v. South Bank". North-Eastern Daily Gazette. Middlesbrough. 28 April 1902. p. 3.
  11. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 "York City South - North Riding Senior Cup".
  12. ↑ "North Riding Senior Cup - Final Tie". York Evening Press. York. 29 April 1957.
  13. ↑ "North Riding Senior Cup - Final Tie". York Evening Press. York. 25 April 1966.
  14. 1 2 "North Riding County FA Senior Cup Final".
  15. ↑ Guisborough Town F.C. (2013). The Priorymen: 40 Years of Guisborough Town FC. Guisborough: Guisborough Town Football Club.
  16. ↑ "Whitby Town History Blog - Paul Welham".
  17. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 "Football Club History Database - North Riding Summary".
  18. ↑ "North Riding Senior Cup - Final Tie". York Evening Press. York. 1 May 1989.
  19. ↑ "Whitby Town Club History".
  20. ↑ "Williams wraps up hat-trick of City county cup wins". York Press. York. 10 August 2000. Retrieved 13 October 2026.
  21. ↑ "Slow out of the blocks: York City 0, Middlesbrough 2". York Press. York. 15 August 2001. Retrieved 13 October 2026.
  22. ↑ "Boro reserves secure North Riding Senior Cup at Whitby". Evening Gazette. Middlesbrough. 1 May 2002.
  23. ↑ "Slade's charges impress in Cup defeat". York Press. York. 24 July 2003. Retrieved 13 October 2026.
  24. ↑ "Boro boosted by cup conquest". York Press. York. 26 July 2004. Retrieved 13 October 2026.
  25. ↑ "North Riding Cup final glory beckons for City youngsters". York Press. York. 2 May 2006. Retrieved 13 October 2026.
  26. ↑ Amos, Mike (27 April 2007). "Boro take the Riding Cup honours". The Northern Echo. Darlington. Retrieved 13 October 2026.
  27. ↑ "City reserves beaten in Cup final". York Press. York. 19 March 2008. Retrieved 13 October 2026.
  28. ↑ "Gary Martin playing for Boro in the North Riding Senior Cup final against Stokesley". Teesside Live / Evening Gazette. Middlesbrough. 14 May 2009. Retrieved 13 October 2026.
  29. ↑ Simpson, Ray (30 March 2011). "Guisborough Town won the North Riding Senior Cup with a 1-0 win over Marske United". The Northern Echo. Darlington. Retrieved 13 October 2026.
  30. ↑ Flett, Dave (21 March 2012). "Dubious Middlesbrough goal downs York City in Senior Cup". York Press. York. Retrieved 13 October 2026.
  31. ↑ "Pickering Town win North Riding Senior Cup". Gazette & Herald. Retrieved 12 October 2026.
  32. ↑ "Cup-winners Pickering Town plan to move on up". Gazette & Herald. Malton. 8 May 2013. Retrieved 13 October 2026.
  33. ↑ Amos, Mike (8 May 2014). "Final straws: Guisborough lift Senior Cup". The Northern Echo. Darlington. Retrieved 13 October 2026.
  34. ↑ Tallentire, Philip (12 May 2015). "Boro's young guns complete the double with North Riding Senior Cup win". Teesside Live / Evening Gazette. Middlesbrough. Retrieved 13 October 2026.
  35. ↑ Tallentire, Philip (10 May 2016). "Middlesbrough FC Under-21s win North Riding Senior Cup as Arnel Jakupovic scores twice". Teesside Live / Evening Gazette. Middlesbrough. Retrieved 13 October 2026.
  36. ↑ "Middlesbrough win North Riding Senior Cup". The Northern Echo. Darlington. 9 May 2016. Retrieved 13 October 2026.
  37. 1 2 "Whitby Town FC Senior Cup". Whitby Town FC. Retrieved 12 October 2026.
  38. ↑ "Brave Pickering defeated in final". Non League Yorkshire. 16 May 2017. Retrieved 13 October 2026.
  39. 1 2 "Scarborough Athletic Senior Cup Final". Scarborough Athletic FC. Retrieved 12 October 2026.
  40. ↑ "Marske United Senior Cup Victory". Marske United FC. Retrieved 12 October 2026.
  41. ↑ "Match Summary: Scarborough Athletic 4-1 South Park Rangers (NRSC Final)". Scarborough Athletic F.C. 26 April 2023. Retrieved 13 October 2026.
  42. ↑ "Match Report: Whitby Town 5 - 1 Boro Rangers". Whitby Town F.C. 14 May 2024. Retrieved 13 October 2026.
  43. ↑ "Boro Lift The Trophy To End Season On A High". Scarborough Athletic F.C. 1 May 2025. Retrieved 13 October 2026.
  44. ↑ "North Riding Senior Cup Fixtures and Results". North Riding FA. Retrieved 12 October 2026.
  45. ↑ Report 2006 Final
  46. ↑ Report 2007 Final
  47. ↑ Reporet 2008 Final
  48. ↑ 2011 Final Report
  49. ↑ Report
  50. ↑ "Cup Results" . Retrieved 16 February 2013.
  51. ↑ Report 2013 Final
  52. ↑ "Cup Results" . Retrieved 15 November 2013.
  53. ↑ "Cup Results" . Retrieved 23 January 2015.
  54. ↑ "North Riding Senior Cup 2015-16".
  55. ↑ "North Riding Senior Cup 2016-17".
  56. ↑ "2017-18 Senior Cup" . Retrieved 16 October 2017.
  57. ↑ 2018/19 Senior Cup
  58. ↑ 2019/20 Senior Cup
  59. ↑ York City F.C. withdraw from competition
  60. ↑ 2020/21 Senior Cup
  61. ↑ "Statement on North Riding FA Senior Cup for Season 2020/21". North Riding FA. Retrieved 6 February 2021.
  62. ↑ 2021/22 Senior Cup
  63. ↑ "North Ring FA Senior Cup 2022-23".
  64. ↑ "North Riding Senior Cup 2023/24".
  65. ↑ "2025 Senior County Cup".
  66. ↑ "2026 Senior County Cup".
  67. ↑ "North Riding FA website".
This page is based on this Wikipedia article
Text is available under the CC BY-SA 4.0 license; additional terms may apply.
Images, videos and audio are available under their respective licenses.