The 2000 Scottish Challenge Cup final was played on 19 November 2000, at Broadwood Stadium in Cumbernauld and was the 10th staging of the final in the history of the tournament. It was played between Airdrieonians and Livingston both of the First Division. Airdrieonians emerged winners after defeating Livingston 3–2 on penalties following a 2–2 draw after extra time.

Route to the final

Airdrieonians

RoundOppositionScore
First roundQueen of the South (h)2–1
Second roundHamilton Academical (a)1–0
Quarter-finalClydebank (h)1–1 (a.e.t.) (4–3 pens)
Semi-finalStranraer (a)4–2

The first round draw brought Queen of the South to face Airdrieonians at the Excelsior Stadium with the home team emerging 2–1 victors. The second round was an away game at Hamilton Academical with Airdrie producing a 1–0 win and only clean sheet of the tournament. A home game against Clydebank was the reward for reaching the quarter-finals with The Diamonds edging the opposition 4–3 on penalties following a 1–1 draw after extra time. The semi-final draw paired the club with Stranraer away from home and Airdrie produced a 4–2 win to progress to the final. Airdrieonians reached the Scottish Challenge Cup final for the second time in its history since winning the 1994 final against Dundee.

Livingston

RoundOppositionScore
First roundPartick Thistle (a)2–0
Second roundRoss County (a)3–0
Quarter-finalBrechin City (h)3–1
Semi-finalEast Stirlingshire (h)2–1

Livingston were drawn against Partick Thistle away from home in the first round and produced a 2–0 victory over the club. The second round also saw the West Lothian club drawn away from home against Ross County but produced a 3–0 win and a second consecutive clean sheet. A first home game of the tournament for Livingston was drawn in the quarter-finals against Brechin City which saw the club produce a 3–1 win to progress to the semi-finals. The opposition provided was East Stirlingshire, again at Almondvale and a 2–1 victory saw Livingston reach the Scottish Challenge Cup final for the first time ever.

Pre-match

Analysis

Airdrieonians and Livingston both played two games at their respective homes of Excelsior Stadium and Almondvale Stadium and two games on the road. In the process Airdrie scored a total of eight goals whilst conceding four, compared with Livingston's ten goals scored and two conceded. Livingston completed two clean sheets over Airdrieonians' one. Airdrie reached the final for the second time after winning the 1994 tournament whilst it was the first time in the final for Livingston.

Match

Airdrieonians2–2 (a.e.t.)Livingston
Prest 28' McGuire 78'Crabbe 15' Anderson 50'
Penalties
3–2

Teams

AIRDRIEONIANS: GK 1 Spain Javier Sanchez Broto DF 2 Republic of Ireland Paul Armstrong 105' DF 3 Scotland Austin McCann DF 4 Scotland Darren Brady DF 5 Scotland Eddie Forrest DF 6 Scotland Craig Ireland FW 7 Scotland John Elliot 69' MF 8 France Fabrice Moreau FW 9 Argentina Martin Prest MF 10 Spain Antonio Calderón 108' MF 11 Spain David Fernandez Substitutes: MF 12 Scotland Scott Boyce FW 14 Scotland David McGuire 69' MF 15 Spain Jesús García Sanjuán 108' DF 16 Spain Salvador Capín 105' GK 17 England Tom Phillips Manager: Scotland Steve ArchibaldLIVINGSTON: GK 1 Scotland Neil Alexander DF 2 Scotland Allan McManus MF 3 Scotland Derek Fleming DF 4 Scotland John Anderson DF 5 Republic of Ireland Graham Coughlan DF 6 Scotland Paul Deas MF 7 Scotland Barry Wilson 106' MF 8 Scotland Mark McCulloch FW 9 Scotland Marino Keith 81' FW 10 Scotland Scott Crabbe MF 11 Scotland David Bingham 73' Substitutes: DF 12 Scotland Michael Hart 106' FW 14 Scotland Brian McPhee 81' MF 15 Scotland David Hagen 73' FW 16 Scotland Mark McCormick GK 17 Scotland David McEwan Manager: Scotland Jim Leishman
AIRDRIEONIANS:
GK1Spain Javier Sanchez Broto
DF2Republic of Ireland Paul Armstrong105'
DF3Scotland Austin McCann
DF4Scotland Darren Brady
DF5Scotland Eddie Forrest
DF6Scotland Craig Ireland
FW7Scotland John Elliot69'
MF8France Fabrice Moreau
FW9Argentina Martin Prest
MF10Spain Antonio Calderón108'
MF11Spain David Fernandez
Substitutes:
MF12Scotland Scott Boyce
FW14Scotland David McGuire69'
MF15Spain Jesús García Sanjuán108'
DF16Spain Salvador Capín105'
GK17England Tom Phillips
Manager:
Scotland Steve Archibald
LIVINGSTON:
GK1Scotland Neil Alexander
DF2Scotland Allan McManus
MF3Scotland Derek Fleming
DF4Scotland John Anderson
DF5Republic of Ireland Graham Coughlan
DF6Scotland Paul Deas
MF7Scotland Barry Wilson106'
MF8Scotland Mark McCulloch
FW9Scotland Marino Keith81'
FW10Scotland Scott Crabbe
MF11Scotland David Bingham73'
Substitutes:
DF12Scotland Michael Hart106'
FW14Scotland Brian McPhee81'
MF15Scotland David Hagen73'
FW16Scotland Mark McCormick
GK17Scotland David McEwan
Manager:
Scotland Jim Leishman