Challenge Cup

1999/2000

Drawn

1/16-finals
1/8-finals
Quarter-finals
Semi-finals
Final
Inverness
1
St. Mirren
0
Montrose
1
Hamilton
3
Forfar Athletic
 
East Stirlingshire
1
Clydebank
2
Raith
0
Ayr
1
09.08.
0
1
Falkirk
3
Stranraer
2
Berwick
4
Queen of South
1
 
Livingston
Stirling
3
Stenhousemuir
2
East Fife
3
Arbroath
2
Albion Rovers
0
Partick Thistle
2
Brechin
0
Queen's Park
1
Ross County
0
Clyde
4
Dunfermline
3
Morton
2
Airdrieonians
2
Dumbarton
1
Cowdenbeath
0
Alloa
4
Inverness
0
Hamilton
3
Forfar Athletic
4
Clydebank
3
Raith
1
Stranraer
2
Berwick
2
Livingston
1
Stirling
2
Arbroath
1
Albion Rovers
3
Queen's Park
1
Ross County
3
Morton
0
Airdrieonians
1
Alloa
2
Inverness
2
Clydebank
0
Raith
3
Livingston
1
Stirling
4
Queen's Park
0
Ross County
2
Alloa
1
Inverness
1
Livingston
0
Stirling
1
Alloa
2
27.09.
1
2
Inverness
4
Alloa
5