 |
 |
| 1. Round | ||||||
|---|---|---|---|---|---|---|
| 24/04/2021 | 15:00 | East Fife FC | - | Dumbarton FC | 2:1 (1:0) | |
| 15:00 | Peterhead FC | - | Clyde FC | 3:0 (0:0) | ||
| 2. Round | ||||||
| 27/04/2021 | 19:00 | Dumbarton FC | - | Forfar Athletic | 1:0 (0:0) | |
| 06/05/2021 | 19:00 | Clyde FC | - | East Fife FC | 2:1 (1:0) | |
| 3. Round | ||||||
| 29/04/2021 | 19:00 | East Fife FC | - | Peterhead FC | 1:3 (1:1) | |
| 19:00 | Forfar Athletic | - | Clyde FC | 2:1 (1:1) | ||
| 4. Round | ||||||
| 01/05/2021 | 15:00 | Peterhead FC | - | Forfar Athletic | 1:2 (0:0) | |
| 15:00 | Clyde FC | - | Dumbarton FC | 2:0 (2:0) | ||
| 5. Round | ||||||
| 04/05/2021 | 19:00 | Dumbarton FC | - | Peterhead FC | 3:2 (1:1) | |
| 19:00 | Forfar Athletic | - | East Fife FC | 2:3 (1:1) | ||
