| 1. Round | 31/07/2021 | Greenock Morton FC | - | Dunfermline Athletic | 2:2 | ||||
| 2. Round | 07/08/2021 | Hamilton Academical | - | Greenock Morton FC | 0:1 | ||||
| 3. Round | 21/08/2021 | Greenock Morton FC | - | Queen Of The South | 2:3 | ||||
| 6. Round | 18/09/2021 | Greenock Morton FC | - | Raith Rovers | 0:1 | ||||
| 16. Round | 04/12/2021 | Greenock Morton FC | - | Ayr United | 2:2 | ||||
| 17. Round | 11/12/2021 | Greenock Morton FC | - | Inverness CT | 1:6 | ||||
| 18. Round | 18/12/2021 | Arbroath FC | - | Greenock Morton FC | 2:1 |  |
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| 20. Round | 29/12/2021 | Kilmarnock FC | - | Greenock Morton FC | 1:1 | |
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| 22. Round | 08/01/2022 | Greenock Morton FC | - | Dunfermline Athletic | 5:0 | ||||
| 23. Round | 15/01/2022 | Ayr United | - | Greenock Morton FC | 0:2 | ||||
| 31. Round | 26/03/2022 | Greenock Morton FC | - | Ayr United | 1:1 | ||||
| 33. Round | 09/04/2022 | Raith Rovers | - | Greenock Morton FC | 0:1 | ||||
| 35. Round | 23/04/2022 | Greenock Morton FC | - | Inverness CT | 0:1 | ||||
| 36. Round | 29/04/2022 | Arbroath FC | - | Greenock Morton FC | 3:0 |
Scotland