| 25. Round | 18/02/2023 | Inverness CT | - | Hamilton Academical | 0:3 |  |
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| 18. Round | 21/02/2023 | Hamilton Academical | - | Inverness CT | 2:1 | ||||
| 26. Round | 25/02/2023 | Hamilton Academical | - | Queen's Park FC | 1:4 | ||||
| 27. Round | 03/03/2023 | Hamilton Academical | - | Arbroath FC | 0:0 | ||||
| 29. Round | 18/03/2023 | Hamilton Academical | - | Ayr United | 0:2 | ||||
| 31. Round | 01/04/2023 | Dundee FC | - | Hamilton Academical | 7:0 | ||||
| 28. Round | 04/04/2023 | Raith Rovers | - | Hamilton Academical | 1:2 | ||||
| 32. Round | 08/04/2023 | Hamilton Academical | - | Cove Rangers | 1:1 | |
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| 30. Round | 11/04/2023 | Greenock Morton FC | - | Hamilton Academical | 2:0 | ||||
| 33. Round | 14/04/2023 | Queen's Park FC | - | Hamilton Academical | 1:0 | |
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| 35. Round | 18/04/2023 | Hamilton Academical | - | Inverness CT | 1:2 | ||||
| 34. Round | 22/04/2023 | Hamilton Academical | - | Partick Thistle | 2:2 | |
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| 36. Round | 05/05/2023 | Arbroath FC | - | Hamilton Academical | 0:0 |
England