| 1. Round | 31/07/2021 | Clyde FC | - | Dumbarton FC | 0:3 |  |
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| 2. Round | 07/08/2021 | Dumbarton FC | - | Airdrieonians FC | 2:2 | ||||
| 4. Round | 21/08/2021 | Dumbarton FC | - | Cove Rangers | 1:3 | |
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| 5. Round | 28/08/2021 | Montrose FC | - | Dumbarton FC | 1:2 | |
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| 6. Round | 11/09/2021 | Dumbarton FC | - | East Fife FC | 5:0 | ||||
| 7. Round | 18/09/2021 | Falkirk FC | - | Dumbarton FC | 1:2 | ||||
| 8. Round | 25/09/2021 | Dumbarton FC | - | Alloa Athletic | 1:1 | ||||
| 9. Round | 02/10/2021 | Peterhead FC | - | Dumbarton FC | 5:0 | ||||
| 10. Round | 16/10/2021 | Dumbarton FC | - | Queen's Park FC | 0:3 | ||||
| 12. Round | 30/10/2021 | East Fife FC | - | Dumbarton FC | 2:1 | ||||
| 15. Round | 20/11/2021 | Alloa Athletic | - | Dumbarton FC | 1:2 | |
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| 16. Round | 04/12/2021 | Cove Rangers | - | Dumbarton FC | 2:0 | ||||
| 17. Round | 11/12/2021 | Dumbarton FC | - | Montrose FC | 1:3 | ||||
| 18. Round | 18/12/2021 | Dumbarton FC | - | Peterhead FC | 2:3 | ||||
| 20. Round | 02/01/2022 | Dumbarton FC | - | Airdrieonians FC | 0:1 | ||||
| 21. Round | 08/01/2022 | Falkirk FC | - | Dumbarton FC | 6:2 | ||||
| 30. Round | 19/03/2022 | Dumbarton FC | - | Falkirk FC | 0:2 | ||||
| 36. Round | 30/04/2022 | Dumbarton FC | - | Clyde FC | 2:1 |
Scotland