| 1999–00 season | |||
|---|---|---|---|
| Manager | Ray Stewart (until 15 March) Jim Leishman | ||
| Stadium | Almondvale Stadium | ||
| Scottish First Division | Fourth place | ||
| Scottish Cup | Fourth round | ||
| League Cup | Second round | ||
| Challenge Cup | Semi-final | ||
| Top goalscorer | League: David Bingham & Brian McPhee (15) All: David Bingham (19) | ||
Season 1999-00 saw Livingston compete in the Scottish First Division. They also competed in the Challenge Cup, League Cup and the Scottish Cup.
Season 1999–00 was Livingston's first season in the Scottish First Division having been promoted the previous season they finished fourth in the league. [1] They reached the semi-final of the challenge cup, were knocked out of the League Cup in the second round and the Scottish Cup in the fourth round.
Livingston started the season under Ray Stewart and on 15 March 2000 he was sacked by the club with Jim Leishman being re-appointed as manager. [2]
Win Draw Loss
| 7 August 19991 | Livingston | 1 – 1 | Raith Rovers | Almondvale Stadium |
Keith  25' | Tosh 55' | Referee: Douglas McDonald |
| 14 August 19992 | Ayr United | 1 – 2 | Livingston | Somerset Park |
Hurst  34'Lennon 70' | Britton 45' Bingham 74' |
| 21 August 19993 | Livingston | 3 – 0 | Airdrieonians | Almondvale Stadium |
| McPhee 62', 65' Sweeney 75' | Referee: Willie Young |
| 28 August 19994 | Greenock Morton | 2 – 2 | Livingston | Cappielow |
| Murie 39' Connolly 67' | Keith 11' Millar 29' | Referee: Steve Kaney |
| 4 September 19995 | Livingston | 0 – 1 | Dunfermline Athletic | Almondvale Stadium |
| Coughlan 69' | Petrie 72' Coyle 84' | Referee: Jim Herald |
| 11 September 19996 | Falkirk | 0 – 2 | Livingston | Brockville Park |
| Robertson 44' Bingham 67' | Referee: John Fleming |
| 18 September 19997 | Livingston | 2 – 2 | Inverness Caledonian Thistle | Almondvale Stadium |
| MacPhee 28', 67' | Bavidge 35' Sheerin 39 pen.' | Referee: Brian Cassidy |
| 25 September 19998 | Livingston | 2 – 1 | Clydebank | Almondvale Stadium |
| Bingham 7', 9' | Gardner 67 pen.' | Referee: Kenny Clark |
| 2 October 19999 | St Mirren | 1 – 1 | Livingston | Love Street |
| McLaughlin 51' | Britton 17' McManus 64' | Referee: Kevin Toner |
| 16 October 199910 | Livingston | 4 – 1 | Ayr United | Almondvale Stadium |
| Britton 10' McCormick 55', 68'McKinnon 75' | Craig 33' |
| 23 October 199911 | Raith Rovers | 3 – 1 | Livingston | Stark's Park |
| Browne 22' Black 34 pen.'Shields 75' | Millar 26 pen.' McCaldon 31' | Referee: George Clyde |
| 30 October 199912 | Livingston | 1 – 1 | Falkirk | Almondvale Stadium |
| Millar 68' | Morris 69' | Referee: Eric Martindale |
| 6 November 199913 | Inverness Caledonian Thistle | 2 – 0 | Livingston | Caledonian Stadium |
| Golabek 75' McLean 90' | Referee: George Simpson |
| 14 November 199914 | Dunfermline Athletic | 3 – 0 | Livingston | East End Park |
| Crawford 35 pen.', 84' Moss 43' | Sweeney 34' | Referee: Brian McGarry |
| 20 November 199915 | Livingston | 2 – 1 | Greenock Morton | Almondvale Stadium |
| Britton 49' Bingham 58' | Murie 76' |
| 27 November 199916 | Livingston | 1 – 2 | St Mirren | Almondvale Stadium |
| Turner 78 o.g.' | McGarry 12' McLaughlin 75' | Referee: Hugh Dallas |
| 4 December 199917 | Clydebank | 1 – 5 | Livingston | Cappielow |
| Gardner 86 pen.' | Bingham 12', 90' McCormick 41'King 50'Fleming 74' | Referee: Kevin Toner |
| 14 December 199918 | Airdrieonians | 2 – 3 | Livingston | Excelsior Stadium |
| McGuire 15' McCormick 84' | McCormick 34' Bingham 60', 88' | Referee: Tom Brown |
| 27 December 199919 | Falkirk | 2 – 3 | Livingston | Brockville Park |
| Nicholls 34', 73' Sinclair 45' | McKenzie 47 o.g.' McPhee 65', 86' | Referee: Martin Clark |
| 3 January 200020 | Livingston | 1 – 1 | Inverness Caledonian Thistle | Almondvale Stadium |
| McPhee 82' | Wilson 73' Xausa 87' |
| 8 January 200021 | Livingston | 1 – 0 | Dunfermline Athletic | Almondvale Stadium |
| Bingham 61' | Referee: Bobby Orr |
| 22 January 200022 | Livingston | 3 – 0 | Clydebank | Almondvale Stadium |
| Keith 65', 73' McPhee 84' |
| 5 February 200023 | St Mirren | 0 – 2 | Livingston | Love Street |
| Brown 42' | Bingham 28' McPhee 52' | Referee: Tom Brown |
| 29 February 200024 | Ayr United | 0 – 1 | Livingston | Somerset Park |
| Craig 64' | Referee: Eric Martindale |
| 4 March 200025 | Livingston | 0 – 1 | Falkirk | Almondvale Stadium |
| Nicholls 43' | Referee: Kevin Toner |
| 11 March 200026 | Livingston | 0 – 0 | Raith Rovers | Almondvale Stadium |
| 14 March 200027 | Greenock Morton | 1 – 0 | Livingston | Cappielow |
| Curran 73' | Referee: Eric Martindale |
| 18 March 200028 | Inverness Caledonian Thistle | 4 – 1 | Livingston | Caledonian Stadium |
| Xausa 11', 58', 85' Wyness 32' | McPhee 59' Coughlan 80' | Referee: Jim Herald |
| 25 March 200029 | Livingston | 1 – 0 | Greenock Morton | Almondvale Stadium |
| McCormick 82' | Referee: George Clyde |
| 1 April 200030 | Dunfermline Athletic | 4 – 1 | Livingston | East End Park |
| Coyle 16' May 44'Crawford 58'Bullen 73' | May 52 o.g.' |
| 4 April 200031 | Livingston | 3 – 2 | Airdrieonians | Almondvale Stadium |
| Smith 11' McKinnon 23'McPhee 25' | Easton 46' Neil 79'Forrest 80'Jack 82' | Referee: George Simpson |
| 8 April 200032 | Clydebank | 1 – 2 | Livingston | Cappielow |
| Cameron 90' | Bingham 35' Rowson 62' | Referee: Alan Gemmill |
| 15 April 200033 | Livingston | 1 – 2 | St Mirren | Almondvale Stadium |
| Bingham 61' | McGarry 23' Yardley 76' |
| 22 April 200034 | Raith Rovers | 1 – 3 | Livingston | Stark's Park |
| Owusu 23' | McPhee 60', 88' Britton 87' |
| 29 April 200035 | Livingston | 3 – 1 | Ayr United | Almondvale Stadium |
| Bingham 49 pen.' McCormick 73'McPhee 80' | Kean 88' | Referee: George Simpson |
| 6 May 200036 | Airdrieonians | 0 – 2 | Livingston | Excelsior Stadium |
| Bingham 52' McPhee 90' | Referee: Bobby Orr |
| 31 July 1999First round | Cowdenbeath | 0 – 2 | Livingston | Central Park |
| 15:00 | Britton 17', 24' | Referee: John Unerhill |
| 17 August 1999Second round | Aberdeen | 0 – 1 | Livingston | Pittodrie Stadium |
| 19:45 | Gillies 59' | Report | Attendance: 6,756 Referee: John Rowbotham |
| 24 August 1999Second round | Livingston | 2 – 1 (a.e.t.) | Berwick Rangers | Almondvale Stadium |
| 19:30 | Bingham 69', 105' | Patterson 37' | Referee: Jim McCluskey |
| 14 September 1999Quarter-final | Livingston | 3 – 1 | Raith Rovers | Almondvale Stadium |
| 19:30 | McPhee 1' Britton 30'Millar 89' | McManus 32' (o.g.) |
| 28 September 1999Semi-final | Inverness Caledonian Thistle | 1 – 0 | Livingston | Caledonian Stadium |
| 19:30 | Sheerin 88' | Attendance: 1,025 |
| 29 January 2000Third round | Queen of the South | 0 – 7 | Livingston | Palmerston Park |
| 15:00 | Leslie 23' | BBC Report | McKinnon 14', 89' Keith 51', 58', 63'Bingham 59'McPhee 68' | Referee: Hugh Dallas |
| 19 February 2000Fourth round | Partick Thistle | 2 – 1 | Livingston | Firhill Stadium |
| 15:00 | Craig 40' McLean 79' | Bingham 9' Millar 74' | Referee: George Simpson |
| Pos | Team | Pld | W | D | L | GF | GA | GD | Pts | Promotion or relegation |
|---|---|---|---|---|---|---|---|---|---|---|
| 2 | Dunfermline Athletic (P) | 36 | 20 | 11 | 5 | 66 | 33 | +33 | 71 | Promotion to the Premier League |
| 3 | Falkirk | 36 | 20 | 8 | 8 | 67 | 40 | +27 | 68 | |
| 4 | Livingston | 36 | 19 | 7 | 10 | 60 | 45 | +15 | 64 | |
| 5 | Raith Rovers | 36 | 17 | 8 | 11 | 55 | 40 | +15 | 59 | |
| 6 | Inverness CT | 36 | 13 | 10 | 13 | 60 | 55 | +5 | 49 |
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