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| 02/04/2021 | 19:35 | Ross County FC | - | Inverness CT | 1:3 (1:1) | |
| 03/04/2021 | 12:15 | Dumbarton FC | - | Aberdeen FC | 0:1 (0:0) | |
| 15:00 | Forfar Athletic | - | Edinburgh City FC | 5:3 (1:2, 2:2, 2:2) pso | ||
| 15:00 | Dundee United | - | Partick Thistle | 2:1 (0:1) | ||
| 15:00 | Livingston FC | - | Raith Rovers | 2:1 (0:1, 1:1) aet | ||
| 15:00 | Brora Rangers FC | - | Stranraer FC | 1:3 (1:0, 1:1) aet | ||
| 15:00 | Stenhousemuir FC | - | Kilmarnock FC | 0:4 (0:2) | ||
| 15:00 | East Fife FC | - | Greenock Morton FC | 1:2 (0:0, 1:1) aet | ||
| 15:00 | Hamilton Academical | - | St. Mirren FC | 0:3 (0:1) | ||
| 15:00 | Dundee FC | - | St. Johnstone FC | 0:1 (0:1) | ||
| 15:00 | Ayr United | - | Clyde FC | 0:1 (0:1) | ||
| 15:00 | Formartine United | - | Motherwell FC | 0:5 (0:2) | ||
| 15:00 | Fraserburgh FC | - | Montrose FC | 2:4 (2:2) | ||
| 19:30 | Celtic FC | - | Falkirk FC | 3:0 (0:0) | ||
| 04/04/2021 | 18:30 | Rangers FC | - | Cove Rangers | 4:0 (4:0) | |
| 05/04/2021 | 19:45 | Queen Of The South | - | Hibernian FC | 1:3 (0:1) |
