Cove Rangers 3-4 Airdrieonians FC *
| 11.05.2021 | Airdrieonians FC | 3-2 AET | Cove Rangers | |
| 08.05.2021 | Cove Rangers | 1-1 | Airdrieonians FC | |
Montrose FC 3-4 Greenock Morton *
| 11.05.2021 | Greenock Morton | 3-1 AET | Montrose FC | |
| 08.05.2021 | Montrose FC | 2-1 | Greenock Morton | |