| Saturday 10th August 1968 | |||
| Preliminary Round Group 1 | |||
| Falkirk | 1-1 | Raith Rovers | |
| Hibernian | 0-1 | St Johnstone | |
| Preliminary Round Group 2 | |||
| Airdrieonians | 2-3 | Heart of Midlothian | |
| Dundee | 4-0 | Kilmarnock | |
| Preliminary Round Group 3 | |||
| Clyde | 4-1 | Aberdeen | |
| Dunfermline Athletic | 3-2 | Dundee United | |
| Preliminary Round Group 4 | |||
| Morton | 1-3 | Partick Thistle | |
| Rangers | 0-2 | Celtic | |
| Preliminary Round Group 5 | |||
| Arbroath | 2-1 | Stirling Albion | |
| Ayr United | 3-1 | Cowdenbeath | |
| Preliminary Round Group 6 | |||
| Berwick Rangers | 1-1 | Queen of the South | |
| East Fife | 2-0 | Clydebank | |
| Preliminary Round Group 7 | |||
| Hamilton Academical | 2-1 | Motherwell | |
| Montrose | 1-2 | St Mirren | |
| Preliminary Round Group 8 | |||
| Dumbarton | 0-4 | Albion Rovers | |
| Queen's Park | 4-0 | Forfar Athletic | |
| Preliminary Round Group 9 | |||
| Alloa Athletic | 0-1 | Stenhousemuir | |
| Stranraer | 2-1 | East Stirlingshire | |
» Scottish League Cup 1968-1969 : Results
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