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| 13.08.2021 | 20:30 | Rangers FC | - | Dunfermline Athletic | 5:0 (4:0) | |
| 14.08.2021 | 16:00 | Ayr United | - | Dundee United | 3:4 (0:0, 1:1, 1:1) i.E. | |
| 16:00 | Dundee FC | - | Motherwell FC | 1:0 (0:0) | ||
| 16:00 | Livingston FC | - | St. Mirren FC | 4:3 (1:0, 1:1, 1:1) i.E. | ||
| 15.08.2021 | 13:00 | Raith Rovers | - | Aberdeen FC | 2:1 (0:1) | |
| 15:00 | Arbroath FC | - | St. Johnstone FC | 2:3 (1:0, 1:1, 2:2) i.E. | ||
| 15:00 | Hibernian FC | - | Kilmarnock FC | 2:0 (0:0) | ||
| 16:00 | Celtic FC | - | Heart of Midlothian | 3:2 (2:0) |
