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| 17/01/2025 | 19:45 | Brechin City FC | - | Heart of Midlothian | 1:4 (1:1) | |
| 18/01/2025 | 15:00 | Dumbarton FC | - | Airdrieonians FC | 1:5 (0:2) | |
| 15:00 | Cove Rangers | - | Forfar Athletic | 2:0 (1:0) | ||
| 15:00 | Dunfermline Athletic | - | Stenhousemuir FC | 3:0 (2:0) | ||
| 15:00 | St. Johnstone FC | - | Motherwell FC | 1:0 (1:0) | ||
| 15:00 | Queen's Park FC | - | Montrose FC | 3:2 (1:0, 2:2) aet | ||
| 15:00 | Ross County FC | - | Livingston FC | 2:3 (0:1, 2:2) aet | ||
| 15:00 | Hibernian FC | - | Clydebank FC | 3:0 (1:0) | ||
| 15:00 | Queen Of The South | - | St. Mirren FC | 1:3 (0:2) | ||
| 15:00 | Hamilton Academical | - | Musselburgh Athletic | 3:1 (1:0) | ||
| 15:00 | Elgin City | - | Aberdeen FC | 0:3 (0:1) | ||
| 15:00 | Broxburn Athletic | - | Ayr United | 0:8 (0:2) | ||
| 17:30 | Celtic FC | - | Kilmarnock FC | 2:1 (1:1) | ||
| 19/01/2025 | 12:00 | Falkirk FC | - | Raith Rovers | 1:2 (0:0, 1:1) aet | |
| 14:15 | Rangers FC | - | Fraserburgh FC | 5:0 (1:0) | ||
| 20/01/2025 | 20:00 | Dundee FC | - | Dundee United | 1:0 (1:0) |
