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1999-00 |
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Scottish League Challenge Cup |
Bell's |
First Round
- Airdrieonians 2-1 Dumbarton
- Arbroath 3-2 East Fife
- Ayr United 0-1 Raith Rovers
- Berwick Rangers 4-3 Queen of the South
- Brechin City 0-1 Queen's Park
- Clyde 0-4 Ross County
- Cowdenbeath 0-4 Alloa Athletic
- Dunfermline Athletic 2-2 Morton (Morton won 5-4 on penalties)
- East Stirlingshire 1-2 Clydebank
- Inverness Caledonian Thistle 1-0 St Mirren
- Montrose 1-3 Hamilton Academical
- Partick Thistle 0-2 Albion Rovers
- Stirling Albion 2-2 Stenhousemuir (Stirling Albion won 6-5 on penalties)
- Stranraer 2-2 Falkirk (Stranraer won 5-4 on penalties)
- Forfar Athletic - Bye
- Livingston - Bye
Second Round
- Airdrieonians 1-2 Alloa Athletic
- Clydebank 4-3 Forfar Athletic
- Hamilton Academical 0-3 Inverness Caledonian Thistle
- Livingston 2-1 Berwick Rangers
- Queen's Park 3-1 Albion Rovers
- Ross County 3-0 Morton
- Stirling Albion 1-1 Arbroath (Stirling Albion won 4-3 on penalties)
- Stranraer 1-2 Raith Rovers
Quarter Finals
- Inverness Caledonian Thistle 2-0 Clydebank
- Livingston 3-1 Raith Rovers
- Ross County 1-2 Alloa Athletic
- Stirling Albion 4-0 Queen's Park
Semi-Finals
- Inverness Caledonian Thistle 1-0 Livingston
- Stirling Albion 1-2 Alloa Athletic
Final (@ Airdrieonians, 21/11/99)
- Alloa Athletic 4-4 Inverness Caledonian Thistle (Alloa Athletic won 5-4 on penalties)
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