Games Played on Sat 08 Feb 1969 |
| <-- 05 02 1969 | 1968-69 | 11 02 1969 --> |
| Games played '*' after date indicates 'nominal date' |
||||||||
|---|---|---|---|---|---|---|---|---|
| Date | Comp | Rd | Home | Score | Away | Notes | Venue | Crowd |
| Sat Feb 8 1969 | L1 | Dundee | 3-0 | Arbroath | n/a | |||
| Sat Feb 8 1969 | L2 | Dumbarton | 3-1 | Berwick Rangers | n/a | |||
| Sat Feb 8 1969 | L2 | East Fife | 3-1 | Motherwell | n/a | |||
| Sat Feb 8 1969 | L2 | Forfar Athletic | 1-3 | Cowdenbeath | n/a | |||
| Sat Feb 8 1969 | L2 | Hamilton Accies | 0-3 | Queen of the South | n/a | |||
| Sat Feb 8 1969 | L2 | Queens Park | 4-0 | Alloa Athletic | n/a | |||
| Sat Feb 8 1969 | L2 | Stirling Albion | 3-0 | Brechin City | n/a | |||
| Sat Feb 8 1969 | Scottish Cup | R2 | Dundee United | 6-2 | Ayr United | |||
| Sat Feb 8 1969 | Scottish Cup | R2 | East Stirlingshire | 1-1 | St Johnstone | |||
| Sat Feb 8 1969 | Scottish Cup | R2 | Montrose | 1-1 | Kilmarnock | |||
| Sat Feb 8 1969 | Scottish Cup | R2 | Rangers | 2-0 | Heart of Midlothian | |||
| Sat Feb 8 1969 | Scottish Cup | R2 | Stranraer | 1-3 | Morton | |||
| 