| Final played at Hampden Park, Glasgow. | | date | team 1 ____________ | score | team 2 ____________ | HT | | | Sat 27.05.00 | Rangers | 4-0 | Aberdeen | 1-0 | |
| date | team 1 ____________ | score | team 2 ____________ | HT | | | Sat 08.04.00 | Ayr United | 0-7 | Rangers | --- | | | Sat 08.04.00 | Hibernian | 1-2 | Aberdeen | --- | |
| date | team 1 ____________ | score | team 2 ____________ | HT | | | Sat 11.03.00 | Ayr United | 2-0 | Partick Thistle | --- | | | Sat 11.03.00 | Hibernian | 3-1 | Falkirk | --- | | | Sun 12.03.00 | Rangers | 4-1 | Heart of Midlothian | --- | | | Sun 12.03.00 | Dundee United | 0-1 | Aberdeen | --- | |
| date | team 1 ____________ | score | team 2 ____________ | HT | | | Sat 19.02.00 | Greenock Morton | 0-1 | Rangers | --- | | | Sat 19.02.00 | Hibernian | 1-1 | Clydebank | --- | | | Tue 29.02.00 | Clydebank | 0-3 | Hibernian | --- | | | Sat 19.02.00 | Clyde | 0-2 | Heart of Midlothian | --- | | | Sat 19.02.00 | Berwick Rangers | 0-0 | Falkirk | --- | | | Tue 29.02.00 | Falkirk | 3-0 | Berwick Rangers | --- | | | Sat 19.02.00 | Alloa Athletic | 2-2 | Dundee United | --- | | | Tue 22.02.00 | Dundee United | 4-0 | Alloa Athletic | --- | | | Sat 19.02.00 | Partick Thistle | 2-1 | Livingston | --- | | | Sun 20.02.00 | Inverness CT | 1-1 | Aberdeen | --- | | | Tue 29.02.00 | Aberdeen | 1-0 | Inverness CT | --- | | | Sat 26.02.00 | Motherwell | 3-4 | Ayr United | --- | |
| date | team 1 ____________ | score | team 2 ____________ | HT | | | Sat 29.01.00 | Heart of Midlothian | 3-2 | Stenhousemuir | --- | | | Sat 29.01.00 | St. Mirren | 1-1 | Aberdeen | --- | | | Tue 08.02.00 | Aberdeen | 2-0 | St. Mirren | --- | | | Sat 29.01.00 | Albion Rovers | 1-2 | Partick Thistle | --- | | | Sat 29.01.00 | Falkirk | 3-1 | Peterhead | --- | | | Sat 29.01.00 | Arbroath | 1-1 | Motherwell | --- | | | Sat 19.02.00 | Motherwell | 2-0 | Arbroath | --- | | | Sat 29.01.00 | Queen Of The South | 0-7 | Livingston | --- | | | Sat 29.01.00 | Clyde | 3-1 | Raith Rovers | --- | | | Sat 29.01.00 | Stranraer | 1-2 | Berwick Rangers | --- | | | Sat 29.01.00 | Clydebank | 1-0 | Stirling Albion | --- | | | Sat 29.01.00 | Hibernian | 4-1 | Dunfermline Athletic | --- | | | Sat 29.01.00 | Dundee | 0-0 | Ayr United | --- | | | Tue 15.02.00 | Ayr United | ---7-6p | Dundee | --- | | | Sun 30.01.00 | St. Johnstone | 0-2 | Rangers | --- | | | Sun 30.01.00 | Greenock Morton | 1-1 | Brechin City | --- | | | Tue 08.02.00 | Brechin City | ---3-4p | Greenock Morton | --- | | | Sun 30.01.00 | Dundee United | 4-1 | Clydebank (old) | --- | | | Sat 05.02.00 | Kilmarnock | 0-0 | Alloa Athletic | --- | | | Wed 09.02.00 | Alloa Athletic | 1-0 | Kilmarnock | --- | | | Tue 08.02.00 | Celtic | 1-3 | Inverness CT | --- | |
| date | team 1 ____________ | score | team 2 ____________ | HT | | | Sat 08.01.00 | Albion Rovers | 0-0 | Dalbeattie Star | --- | | | Wed 19.01.00 | Dalbeattie Star | 1-5 | Albion Rovers | --- | | | Sat 08.01.00 | Arbroath | 0-0 | Fraserburgh | --- | | | Sat 15.01.00 | Fraserburgh | 1-3 | Arbroath | --- | | | Sat 08.01.00 | Brechin City | 2-2 | Annan Athletic | --- | | | Sat 15.01.00 | Annan Athletic | 2-3aet | Brechin City | --- | | | Sat 08.01.00 | Cowdenbeath | 2-3 | Clyde | --- | | | Sat 08.01.00 | Dumbarton | 0-2 | Stenhousemuir | --- | | | Sat 08.01.00 | Montrose | 1-3 | Queen Of The South | --- | | | Sat 08.01.00 | Partick Thistle | 2-1 | East Stirlingshire | --- | | | Sat 08.01.00 | Peterhead | 2-1 | Forfar Athletic | --- | | | Sat 08.01.00 | Queen's Park | 1-2 | Berwick Rangers | --- | | | Sat 08.01.00 | Stirling Albion | 2-1 | East Fife | --- | | | Sat 08.01.00 | Stranraer | 1-0 | Clachnacuddin | --- | | | Sat 08.01.00 | Whitehill Welfare | 2-2 | Alloa Athletic | --- | | | Sat 29.01.00 | Alloa Athletic | 2-0 | Whitehill Welfare | --- | |
| date | team 1 ____________ | score | team 2 ____________ | HT | | | Tue 00.12.99 | Threave Rovers | 1-7 | Stenhousemuir | --- | | | Tue 00.12.99 | Hamilton Academical | 1-2 | Clyde | --- | | | Tue 00.12.99 | Huntly | 0-1 | East Stirlingshire | --- | | | Tue 00.12.99 | Ross County | 2-2 | Forfar Athletic | --- | | | Tue 00.12.99 | Forfar Athletic | ---4-2p | Ross County | --- | |
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Prepared and maintained by Todor Krastev
todor1966@yahoo.com
Last updated: 25 May 2025
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