| 1. Round | 30/07/2022 | Hamilton Academical | - | Greenock Morton FC | 1:1 |  |
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| 10. Round | 08/10/2022 | Greenock Morton FC | - | Hamilton Academical | 5:0 | ||||
| 11. Round | 15/10/2022 | Hamilton Academical | - | Partick Thistle | 1:2 | |
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| 7. Round | 18/10/2022 | Inverness CT | - | Hamilton Academical | 0:1 | ||||
| 12. Round | 22/10/2022 | Arbroath FC | - | Hamilton Academical | 1:0 | ||||
| 13. Round | 29/10/2022 | Hamilton Academical | - | Cove Rangers | 4:4 | |
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| 14. Round | 05/11/2022 | Raith Rovers | - | Hamilton Academical | 3:1 | |
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| 15. Round | 11/11/2022 | Hamilton Academical | - | Ayr United | 2:3 | ||||
| 16. Round | 19/11/2022 | Dundee FC | - | Hamilton Academical | 1:0 | |
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| 17. Round | 03/12/2022 | Queen's Park FC | - | Hamilton Academical | 4:0 | ||||
| 19. Round | 23/12/2022 | Cove Rangers | - | Hamilton Academical | 2:0 | ||||
| 20. Round | 02/01/2023 | Hamilton Academical | - | Raith Rovers | 0:1 | |
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| 22. Round | 14/01/2023 | Hamilton Academical | - | Greenock Morton FC | 1:0 |
Scotland