Match Details
First Round
The First Round draw was announced Thursday, April 24, 2014. A total of 16 teams will compete, ten from the fourth tier of American soccer and six from the fifth tier.
| May 7 | GPS Portland Phoenix (4-PDL) | 0–1 (a.e.t.) | FC Sonic Lehigh Valley (4-NPSL) | Portland, Maine |
| 19:00 ET | Lupinelli  109' | Report | Mustac 107' Spencer  115' | Stadium: Memorial Stadium Attendance: 80 Referee: Boris Senic |
| May 7 | Detroit City FC (4-NPSL) | 2–2 (a.e.t.) (1–3 p) | RWB Adria (5-USASA) | Livonia, Michigan |
| 19:00 ET | Arnone 71' Harris 59' 116'Myers 90+'Taylor 77' | Report | Baciu 14', 90+' Mesanovic 44'Bond 52'Vučemilović-Grgić 109'Huffman 116' | Stadium: Stevenson High School Attendance: 753 Referee: Jason White |
| Penalties | ||||
Savage  Edwardson Taylor Arnone  | Mesanovic Morris Keran McKinney | |||
| May 7 | Western Mass Pioneers (4-PDL) | 4–1 | Mass Premier Soccer (5-USASA) | Ludlow, Massachusetts |
| 19:30 ET | Willis 20' Daniels 70', 89'Alencar, Jr. 74', 80' | Report | Bedoya 11' Ashenfelter 80' | Stadium: Lusitano Stadium Attendance: 411 Referee: Alexander Cerjan |
| May 7 | New York Red Bulls U-23 (4-NPSL) | 2–1 | Vermont Voltage (4-PDL) | Whippany, New Jersey |
| 20:00 ET | Thomsen 18' Anderson 35' | Report | Saldana 68' | Stadium: Red Bull Training Facility Referee: Alex Chilowicz |
| May 7 | Colorado Rovers (5-USSSA) | 1–2 | Red Force FC (5-USASA) | Highlands Ranch, Colorado |
| 20:00 MT | Report | Stadium: Shea Stadium Referee: Adam Zarrin |
| May 7 | Ventura County Fusion (4-PDL) | 2–1 | CD Aguiluchos (4-NPSL) | Ventura, California |
| 19:00 PT | Kennedy 53' (pen.) Gregory 64' | Report | Stadium: Ventura College Referee: Reed Christy |
| May 7 | San Diego Flash (4-NPSL) | forfeit by | Corinthians USA (5-USCS) | San Diego, California |
| 19:00 PT | Report | Stadium: Mira Mesa Senior High School |
| May 7 | PSA Elite (5-USASA) | 1–1 (a.e.t.) (3–2 p) | Los Angeles Misioneros (4-PDL) | Carson, California |
| 19:30 PT | Preciado 114' | Report | Castro 94' | Stadium: StubHub Center Training Field Referee: Jesse Yzaguirre |
Second Round
The Second Round draw was announced Thursday, April 24, 2014. A total of 48 teams will compete, including the eight winners from the first round and 40 new entries from the 3rd and 4th tiers of American soccer. The lowest ranked teams in this round are RWB Adria, Red Force FC, and PSA Elite of the 5th tier United States Adult Soccer Association.
| May 13 | Portland Timbers U23s (4-PDL) | 2–3 | Arizona United (3-USL Pro) | Portland, Oregon |
| 19:00 PT | Fisher 11' 44' Ribas 28'Rose 45'Alashe 51' | Report Report | Dacres 26'84' Woodberry 88'Antúnez 75'90+'Okafor 90+' | Stadium: Providence Park Attendance: 833 Referee: Andrew Marihart |
| May 14 | Orlando City U-23 (4-PDL) | 2–1 | Jacksonville United (4-NPSL) | Lake Mary, Florida |
| 16:30 ET | Blackwood 30' Caronis 58' (o.g.) | Report Report | Krizanovic 45' | Stadium: Seminole Soccer Complex Referee: Daniel Gutierrez |
| May 14 | FC Schwaben AC (4-USASA) | 0–2 | Dayton Dutch Lions (3-USL Pro) | Buffalo Grove, Illinois |
| 16:00 CT | Report | Garner 36' Angoy–Cryuff 70' | Stadium: Schwaben Athletic Club Referee: Dimitar Chavdarov |
| May 14 | Baltimore Bohemians (4-PDL) | 4–1 | Icon FC (4-USASA) | Catonsville, Maryland |
| 19:00 ET | Kansaye 15' Martz 22'Allen 62'Graham 84' | Report | Niziolek 50' | Stadium: UMBC Stadium Referee: William Chapman |
| May 14 | Pittsburgh Riverhounds (3-USL Pro) | 3–1 | New York Red Bulls U-23 (4-NPSL) | Pittsburgh, Pennsylvania |
| 19:00 ET | Kerr 10' Angulo 68'Vincent 81' | Report | Sheridan 12' (pen.) | Stadium: Highmark Stadium Referee: Vito Testa, Jr. |
| May 14 | Ocean City Nor'easters (4-PDL) | 0–2 | Greek American AA (4-USASA) | Ocean City, New Jersey |
| 19:00 ET | Report | Stadium: Carey Stadium Referee: Alex Chilowicz |
| May 14 | Reading United (4-PDL) | 5–2 | GBFC Thunder (4-NPSL) | Reading, Pennsylvania |
| 19:00 ET | Stadium: Gurski Stadium Referee: Darth Newman |
| May 14 | Richmond Kickers (3-USL Pro) | 6–1 | RVA FC (4-NPSL) | Richmond, Virginia |
| 19:00 ET | Asante 26' Spitz 35'Yeisley 45+2'Hanley 62', 64'Davis IV 88' | Report | Orlando 65' | Stadium: Sports Backers Stadium Attendance: 753 Referee: Charles Carson |
| May 14 | Charlotte Eagles (3-USL Pro) | 3–1 | Carolina Dynamo (4-PDL) | Charlotte, North Carolina |
| 19:00 ET | Stadium: Queens University Sports Complex Referee: Christopher Spivey |
| May 14 | FC Sonic Lehigh Valley (4-NPSL) | 0–4 | Harrisburg City Islanders (3-USL Pro) | Whitehall, Pennsylvania |
| 19:05 ET | Report | Barril 48' Pettis 82'Baúque 90+1'DiPrima 90+3' | Stadium: Whitehall H.S. Soccer Stadium Referee: Ernie Constantine |
| May 14 | Michigan Bucks (4-PDL) | 0–1 (a.e.t.) | RWB Adria (5-USASA) | Pontiac, Michigan |
| 18:30 CT | Report | Stadium: Ultimate Soccer Arenas Referee: Sorin Stoica |
| May 14 | Orlando City (3-USL Pro) | 4–1 | Ocala Stampede (4-PDL) | Lake Mary, Florida |
| 19:30 ET | Report | Stadium: Seminole Soccer Complex Referee: Matthew Miscannon |
| May 14 | Charleston Battery (3-USL Pro) | 4–0 | Panama City Beach Pirates (4-PDL) | Charleston, South Carolina |
| 19:30 ET | Report | Stadium: Blackbaud Stadium Referee: Agostino Minasola |
| May 14 | Chattanooga FC (4-NPSL) | 3–1 | Wilmington Hammerheads (3-USL Pro) | Chattanooga, Tennessee |
| 18:30 ET (moved from 19:30 ET) | Winter 21', 62' Ochieng 90+' | Oliviera 41' | Stadium: Finley Stadium Attendance: 1,502 Referee: Kevin Terry, Jr. |
| May 14 | Rochester Rhinos (3-USL Pro) | 2–1 (a.e.t.) | Western Mass Pioneers (4-PDL) | Rochester, New York |
| 19:35 ET | Houapeu 110' Obasi 114' | Report | Daniels 117' | Stadium: Sahlen's Stadium Attendance: 3,781 [6] Referee: John Douglas |
| May 14 | Jersey Express (4-PDL) | 2–4 | Brooklyn Italians (4-NPSL) | Newark, New Jersey |
| 20:00 ET | Stadium: J. Malcolm Simon Stadium Referee: Neil Barbulescu |
| May 14 | Tulsa Athletics (4-NPSL) | 0–2 | Oklahoma City Energy FC (3-USL Pro) | Tulsa, Oklahoma |
| 19:30 CT | Howard 26' Saari 39'Leung 77'Brocks 90+' | Report | Leichty 10' Caringi 69' | Stadium: Athletics Stadium Referee: Nima Saghafi |
| May 14 | Des Moines Menace (4-USASA) | 3–0 | Real Colorado Foxes (4-PDL) | West Des Moines, Iowa |
| 19:30 CT | Wright 5' Bartlett ?'Dong 53' | Report | Stadium: Valley Stadium Referee: Trent Payne |
| May 14 | Austin Aztex (4-PDL) | 4–4 (a.e.t.) (2–4 p) | NTX Rayados (4-USASA) | Austin, Texas |
| 19:30 CT | Stadium: House Park Referee: Pedro Trejo, Jr. |
| May 14 | Fresno Fuego (4-PDL) | 2–0 | Orange County Blues (3-USL Pro) | Fresno, California |
| 18:00 PT | Stadium: Chukchansi Park Referee: Michael Zapata |
| May 14 | Laredo Heat (4-PDL) | 2–1 | Red Force FC (5-USASA) | Laredo, Texas |
| 20:15 CT | Stadium: Texas A&M International University Soccer Complex Referee: Hayden Edwards |
| May 14 | Sacramento Republic FC (3-USL Pro) | 2–1 | Ventura County Fusion (4-PDL) | Sacramento, California |
| 19:00 PT | Delbridge 59' Daly 76'Collins 78'Mirković 83' | Report | Rideout 36' Vale 77'Torre 88' | Stadium: Cosumnes River College Attendance: 1,347 Referee: Alex Del Angel |
| May 14 | San Diego Flash (4-NPSL) | forfeit to | PSA Elite (5-USASA) | San Diego, California |
| 19:00 PT | Report | Stadium: Mira Mesa Senior High School |
| May 14 | LA Galaxy II (3-USL Pro) | 6–1 | Cal FC (4-USASA) | Carson, California |
| 19:30 PT | Covarrubias 6' Diallo 24'Bowen 30', 33'McBean 45'Đoković 82' | Report | Reza 50' | Stadium: StubHub Center Track & Field Stadium Referee: William Hoffman |
Third Round
A total of 32 teams will compete in the Third Round, including the 24 winners from the previous round and eight teams from the North American Soccer League. The lowest ranked teams in this round are RWB Adria and PSA Elite of the 5th tier United States Adult Soccer Association.
| May 27 | Rochester Rhinos (3-USL Pro) | 2–1 (a.e.t.) | Reading United AC (4-PDL) | Rochester, New York |
| 19:35 ET | Mendoza 66' Rolfe 119' | Report | Surkamp 65' | Stadium: Sahlen's Stadium Attendance: 2,360 [7] Referee: Chris Trottier |
| May 28 | Richmond Kickers (3-USL Pro) | 2–1 | Greek American AA (4-USASA) | Richmond, Virginia |
| 19:00 ET | Davis 48' Hanley 81' | Report | Megaloudis 21' | Stadium: Sports Backers Stadium Attendance: 880 Referee: Chris Spivey |
| May 28 | New York Cosmos (2-NASL) | 2–0 | Brooklyn Italians (4-NPSL) | Queens, New York |
| 19:30 ET | Ockford 16' Chirishian 30' | Report | Stadium: SJU Belson Stadium Attendance: 1,851 Referee: Andres Pfefferkorn |
| May 28 | Baltimore Bohemians (4-PDL) | 2–4 | Harrisburg City Islanders (3-USL Pro) | Towson, Maryland |
| 17:30 ET | Onwuka 74', 87' | Report | Langley 8', 80' McLaughlin 31', 37' (pen.) | Stadium: Calvert Hall College HS Referee: Charles Carson |
| May 28 | Indy Eleven (2-NASL) | 5–2 | Dayton Dutch Lions (3-USL Pro) | Indianapolis, Indiana |
| 19:30 ET | Smith 26', 30', 88' Ambersley 43'Mares 46' | Report | Schoenfeld 66' (pen.) Walker 76' | Stadium: IUPUI Carroll Stadium Attendance: 9,181 Referee: Dimitar Chavdarov |
| May 28 | Pittsburgh Riverhounds (3-USL Pro) | 3–2 (a.e.t.) | RWB Adria (5-USASA) | Pittsburgh, Pennsylvania |
| 19:00 ET | Earls 40' John 80'Arteaga 112' | Report | Hüffman 44' Bond 62' | Stadium: Highmark Stadium Referee: John Douglas |
| May 28 | Des Moines Menace (4-USASA) | 0–1 | Minnesota United FC (2-NASL) | West Des Moines, Iowa |
| 19:30 CT | Report | Ramirez 86' | Stadium: Valley Stadium Attendance: 2,196 Referee: Nima Saghafi |
| May 28 | Fort Lauderdale Strikers (2-NASL) | 2–3 | Laredo Heat (4-PDL) | Fort Lauderdale, Florida |
| 19:45 ET | De Mujica 8' Pérez 12' | Report | Villanueva 27' Alvarado 86'Bayona 90+2' (pen.) | Stadium: Lockhart Stadium Attendance: 785 Referee: Caleb Mendez |
| May 28 | San Antonio Scorpions (2-NASL) | 4–2 | NTX Rayados (4-USASA) | San Antonio, Texas |
| 19:30 CT | Restrepo 49' Touray 64', 69'Soto 76' (pen.) | Report | Spence 12' Rodríguez 19' | Stadium: Toyota Field Attendance: 3,411 Referee: Luis Guardia |
| May 28 | Arizona United SC (3-USL Pro) | 2–1 (a.e.t.) | Oklahoma City Energy FC (3-USL Pro) | Peoria, Arizona |
| 19:00 MST | Okafor 84' Baladez 112' | Report | Greig 90' | Stadium: Peoria Sports Complex Attendance: 1,538 Referee: Daniel Radford |
| May 28 | Sacramento Republic FC (3-USL Pro) | 6–0 | Fresno Fuego (4-PDL) | Sacramento, California |
| 19:30 PT | Vuković 45' Braun 53'Stewart 61'López 76'Klimenta 81'Evans 89' | Report | Stadium: Hughes Stadium Attendance: 1,523 Referee: Nestor Chávez |
| May 28 | Carolina RailHawks (2-NASL) | 2–0 | Charlotte Eagles (3-USL Pro) | Cary, North Carolina |
| 19:30 ET | Albadawi 14' Davidson 45' | Report | Stadium: WakeMed Soccer Park Attendance: 1,432 Referee: Matthew Jozaitis |
| May 28 | LA Galaxy II (3-USL Pro) | 0–0 (a.e.t.) (1–3 p) | PSA Elite (5-USASA) | Carson, California |
| 19:30 PT | Report | Stadium: StubHub Center Referee: Michael Zapata |
| May 28 | Chattanooga FC (4-NPSL) | 0–5 | Atlanta Silverbacks (2-NASL) | Chattanooga, Tennessee |
| 19:30 ET | Reakes 53' Dunstan 90' | Report | Sandoval 12' Burgos 15', 43'Poku 53'McCaulay 68'Chavez 71' | Stadium: Finley Stadium Attendance: 4,058 Referee: Kevin Terry, Jr. |
| May 28 | Charleston Battery (3-USL Pro) | 2–2 (a.e.t.) (11–12 p) | Orlando City U-23 (4-PDL) | Charleston, South Carolina |
| 19:30 ET | Kelly 63', 68' (pen.) | Report | Williams 26' Brody 45' | Stadium: Blackbaud Stadium Attendance: 1,428 Referee: Howard Ash |
Fourth Round
A total of 32 teams will compete in the Fourth Round, including the 16 winners from the previous round and 16 teams from Major League Soccer. The lowest ranked team in this round is PSA Elite of the 5th tier United States Adult Soccer Association.
| June 11 | Houston Dynamo (1-MLS) | 1–0 | Laredo Heat (4-PDL) | Houston, Texas |
| 21:00 CT | López 38' Deric 52' | Report | Braem 32'  40'F. Garcia 70' | Stadium: BBVA Compass Stadium Attendance: 4,929 Referee: Nima Saghafi (Oklahoma) |
| June 11 | San Jose Earthquakes (1-MLS) | 2–1 | Sacramento Republic FC (3-USL Pro) | San Francisco, California |
| 19:30 PT | Harris 32' Stephenson 45' (pen.)Lenhart 45+2'Cato 73'Harden 83'Pierazzi 90+2' | Report | Delbridge 3' Braun 42'Bartlomé 43' 77' | Stadium: Kezar Stadium Attendance: 3,788 Referee: Juan Guzman (California) |
| June 14 | Atlanta Silverbacks (2-NASL) | 2–1 | Real Salt Lake (1-MLS) | Chamblee, Georgia |
| 20:00 ET | Burgos 33', 55' Gavin 44'Poku 90+2' | Report | Findley 10' Maund 22'Salcedo 65' | Stadium: Atlanta Silverbacks Park Attendance: 5,000 Referee: Armando Villarreal (Texas) |
| June 14 | Carolina RailHawks (2-NASL) | 1–1 (a.e.t.) (3–2 p) | Chivas USA (1-MLS) | Cary, North Carolina |
| 20:00 ET | Schilawski 29' Ståhl 53' | Report | Finley 40' | Stadium: WakeMed Soccer Park Attendance: 4,273 Referee: Mark Kadlecik (North Carolina) |
| Penalties | ||||
| Albadawi Tobin Low Schilawski Martínez Aa. King Jackson | Pelletieri Torres Zavaleta Kennedy Avila Tyrpak Delgado | |||
| June 14 | New York Cosmos (2-NASL) | 3–0 | New York Red Bulls (1-MLS) | Hempstead, New York |
| 20:30 ET | Stokkelien 8', 73' Szetela 62'Noselli 78' | Report | Sekagya 21' Duvall 78'Wright-Phillips 90' | Stadium: Shuart Stadium Attendance: 9,364 Referee: Kevin Terry, Jr. (Texas) |
| June 17 | Philadelphia Union (1-MLS) | 3–1 (a.e.t.) | Harrisburg City Islanders (3-USL Pro) | Chester, Pennsylvania |
| 19:00 ET | Gaddis 79' Edu 89', 108'Wenger 110', 117'Hoppenot 112' | Report | Langley 32' Pelletier 39'Edinho 94' | Stadium: PPL Park Referee: Nima Saghafi (Oklahoma) |
| June 17 | Rochester Rhinos (3-USL Pro) | 1–0 | D.C. United (1-MLS) | Rochester, New York |
| 19:05 ET | Rolfe 27' | Report | Birnbaum 50' 60' | Stadium: Sahlen's Stadium Attendance: 2,256 [8] Referee: Robert Sibiga (New York) |
| June 17 | Columbus Crew (1-MLS) | 2–1 (a.e.t.) | Indy Eleven (2-NASL) | Akron, Ohio |
| 19:30 ET | Añor 4' Bedell 34'Paladini 110'Clark 112'Arrieta 114' (pen.) | Report | Ferreira-Mendes 27' Corrado 45+1'Smith 62'Estridge 78'Moore 105' | Stadium: FirstEnergy Stadium Attendance: 1,913 Referee: Dimitar Chavdarov (Illinois) |
| June 17 | Colorado Rapids (1-MLS) | 5–2 | Orlando City (3-USL Pro) | Commerce City, Colorado |
| 19:00 MT | Brown 35', 47', 55' LaBrocca 42'Powers 73' | Report | Mbengue 23', 68' Boden 71' | Stadium: Dick's Sporting Goods Park Attendance: 2,119 Referee: Younes Marrakchi (Colorado) |
| June 17 | FC Dallas (1-MLS) | 2–0 | San Antonio Scorpions (2-NASL) | Frisco, Texas |
| 20:00 CT | Escobar 57', 81' Castillo 74' | Report | Hassli 69' | Stadium: Toyota Stadium Attendance: 2,296 Referee: Ted Unkel (Florida) |
| June 17 | Portland Timbers (1-MLS) | 3–0 | Orlando City U-23 (4-PDL) | Portland, Oregon |
| 19:30 PT | Fernández 11', 35' (pen.) Peay 68' | Report | Stadium: Providence Park Attendance: 10,619 Referee: Juan Guzman (California) |
| June 18 | Richmond Kickers (3-USL Pro) | 2–3 | New England Revolution (1-MLS) | Richmond, Virginia |
| 19:00 ET | Davis IV 25' William 40'Delicâte 73' | Report | McCarthy 8' Fagúndez 33'Neumann 35'Mullins 40' | Stadium: Richmond City Stadium Referee: Daniel Fitzgerald (North Carolina) |
| June 18 [A] | Chicago Fire (1-MLS) | 2–1 | Pittsburgh Riverhounds (3-USL Pro) | Bridgeview, Illinois |
| 19:30 CT | Ward 22' Magee 40' | Report | Marshall 42' | Stadium: Toyota Park Referee: Alex Chilowicz (New Jersey) |
| June 18 | Sporting Kansas City (1-MLS) | 2–0 | Minnesota United FC (2-NASL) | Kansas City, Kansas |
| 19:30 CT | Saad 76' Dywer 82'Martinez 87' | Report | Jordan 29' Cristiano 50' | Stadium: Sporting Park Attendance: 15,307 Referee: Tyler Ploeger (Utah) |
| June 18 | Seattle Sounders FC (1-MLS) | 5–0 | PSA Elite (5-USASA) | Tukwila, Washington |
| 19:00 PT | Evans 23' (pen.) Scott 40'Cooper 45', 56'Okoli 85' | Report | Stadium: Starfire Sports Complex Attendance: 3,718 Referee: Baboucarr Jallow (Washington) |
| June 18 | Arizona United (3-USL Pro) | 1–2 | LA Galaxy (1-MLS) | Peoria, Arizona |
| 19:30 PT | Kassel 36' Okafor 74' | Report Report Report | Rogers 20' Zardes 51', 53'Gargan 84' | Stadium: Peoria Sports Complex Attendance: 4,018 Referee: Alejandro Mariscal (California) |
- A Game was suspended after 48:33 due to weather.
Fifth Round
A total of 16 teams will compete in the Fifth Round, all of which have progressed from the previous round. The lowest qualified side in this round are the Rochester Rhinos of the 3rd tier USL Professional Division.
| June 24 | Philadelphia Union (1-MLS) | 2–1 (a.e.t.) | New York Cosmos (2-NASL) | Chester, Pennsylvania |
| 19:00 ET | Carroll 35' Cruz 29'Fabinho 67'Le Toux 57', 114' (pen.)Lahoud 118' | Report | Noselli 56' 111' Maurer 113'Ayoze 118'Ockford 119' | Stadium: PPL Park Attendance: 3,846 Referee: Ismail Elfath (Texas) |
| June 24 | Carolina RailHawks (2-NASL) | 1–0 (a.e.t.) | LA Galaxy (1-MLS) | Cary, North Carolina |
| 19:00 ET | Low 35' Scott 44'Jackson 105' | Report | DeLaGarza 45+3' Sarvas 113' | Stadium: WakeMed Soccer Park Attendance: 3,000 Referee: Fotis Bazakos (Minnesota) |
| June 24 | Sporting Kansas City (1-MLS) | 1–3 | Portland Timbers (1-MLS) | Kansas City, Kansas |
| 19:30 CT | Collin 60' Saad 73' (pen.) | Report | Fernández 30', 68' Johnson 57' (pen.)Alhassan 86' | Stadium: Sporting Park Attendance: 11,138 Referee: Ricardo Salazar (California) |
| June 24 | Houston Dynamo (1-MLS) | 2–3 (a.e.t.) | FC Dallas (1-MLS) | Houston, Texas |
| 20:00 CT | Barnes 43' (pen.) Cummings 62'Taylor 102' | Report | Castillo 35' Escobar 59'Akindele 99' | Stadium: BBVA Compass Stadium Attendance: 2,083 Referee: Kevin Stott (California) |
| June 24 | Colorado Rapids (1-MLS) | 1–2 | Atlanta Silverbacks (2-NASL) | Commerce City, Colorado |
| 19:00 MT | Burch 62' Powers 75' (pen.)Piermayr 90+9' | Report | Chavez 21', 57' 62' Poku 62'Carr 65'Harlley 77'Sandoval 83' | Stadium: Dick's Sporting Goods Park Attendance: 1,654 Referee: Juan Guzman (California) |
| June 24 | Seattle Sounders FC (1-MLS) | 1–1 (a.e.t.) (4–1 p) | San Jose Earthquakes (1-MLS) | Tukwila, Washington |
| 19:30 PT | Cooper 26' | Report | Harris 19' Lenhart 24', 34'Francis 49'Gordon 113' | Stadium: Starfire Sports Complex Attendance: 4,023 Referee: Mark Kadlecik (North Carolina) |
| Penalties | ||||
| Pineda Pappa Evans Neagle | Stephenson Gordon Koval | |||
| June 25 | New England Revolution (1-MLS) | 2–1 | Rochester Rhinos (3-USL Pro) | Providence, Rhode Island |
| 19:30 ET | Sène 11' Rowe 33' | Report | Rolfe 55' | Stadium: Stevenson Field Attendance: 1,570 Referee: Younes Marrakchi (Colorado) |
| June 25 | Chicago Fire (1-MLS) | 4–2 (a.e.t.) | Columbus Crew (1-MLS) | Bridgeview, Illinois |
| 19:30 CT | Ianni 34' Anangonó 83', 108'Amarikwa 92' | Report | Arrieta 55' Añor 70' | Stadium: Toyota Park Referee: Robert Sibiga (New York) |
Quarterfinals
The lowest ranked teams in the quarterfinals are the Atlanta Silverbacks and Carolina RailHawks, both of the 2nd tier North American Soccer League.
| July 8 | Philadelphia Union (1-MLS) | 2–0 | New England Revolution (1-MLS) | Chester, Pennsylvania |
| 19:00 ET | Casey 9' Le Toux 48'Okugo 57'Williams 75'Wheeler 76' | Report | McCarthy 16' Soares 47' 90+4'Gonçalves 71'Nguyen 74' | Stadium: PPL Park Attendance: 2,626 Referee: Fotis Bazakos (Minnesota) |
| July 9 | Atlanta Silverbacks (2-NASL) | 1–3 | Chicago Fire (1-MLS) | Atlanta, Georgia |
| 19:30 ET | McCaulay 54' | Report | Amarikwa 50' Larentowicz 82' (pen.)Alex 85' | Stadium: Atlanta Silverbacks Park Attendance: 5,327 Referee: Edvin Jurisevic (Nebraska) |
| July 9 | Carolina RailHawks (2-NASL) | 2–5 | FC Dallas (1-MLS) | Cary, North Carolina |
| 19:30 ET | Schilawski 9' Martínez 37' (pen.) | Report | Pérez 23', 34', 90' Castillo 44'Díaz 89' | Stadium: WakeMed Soccer Park Attendance: 4,169 Referee: Ricardo Salazar (California) |
| July 9 | Seattle Sounders FC (1-MLS) | 3–1 (a.e.t.) | Portland Timbers (1-MLS) | Tukwila, Washington |
| 19:30 PT | Alonso 69' Cooper 110'Pappa 115' | Report | Nagbe 90+3' | Stadium: Starfire Sports Complex Attendance: 4,233 Referee: Chris Penso (Ohio) |
Semifinals
Of the teams that qualified for the semifinals of the 2014 Lamar Hunt U.S. Open Cup, all four come from Major League Soccer, the top tier of professional soccer in the United States.
| August 12 | FC Dallas (1-MLS) | 1–1 (a.e.t.) (3–4 p) | Philadelphia Union (1-MLS) | Frisco, Texas |
| 20:00 CT | Castillo 81' | Report | Okugo 47' White 75'Lahoud 102' | Stadium: Toyota Stadium Attendance: 4,326 Referee: Mark Geiger (New Jersey) |
| Penalties | ||||
| Michel Akindele Pérez Loyd Ulloa | Williams Nogueira Maidana Edu | |||
| August 13 | Seattle Sounders FC (1-MLS) | 6–0 | Chicago Fire (1-MLS) | Tukwila, Washington |
| 19:30 PT | Barrett 6' Rose 33', 58'Neagle 73'Martins 79'Cooper 83', 84' | Report | Cocis 17' Palmer 55'Soumaré 70'Segares 82' | Stadium: Starfire Sports Complex Attendance: 4,361 Referee: Jair Marrufo (Texas) |
Final
| September 16 | Philadelphia Union (1-MLS) | 1–3 (a.e.t.) | Seattle Sounders FC (1-MLS) | Chester, Pennsylvania |
| 19:30 ET | Edu 38' | Report | Barrett 47' Dempsey 101'Martins 114' | Stadium: PPL Park Attendance: 15,256 Referee: Armando Villarreal (Texas) |
