| 3. Round | 19/08/2023 | Clyde FC | - | Peterhead FC | 1:2 | ||||
| 4. Round | 26/08/2023 | Stranraer FC | - | Clyde FC | 1:0 | ||||
| 5. Round | 02/09/2023 | Clyde FC | - | Forfar Athletic | 0:0 |  |
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| 6. Round | 16/09/2023 | East Fife FC | - | Clyde FC | 2:0 | ||||
| 7. Round | 23/09/2023 | Clyde FC | - | Elgin City | 2:1 | ||||
| 11. Round | 04/11/2023 | Clyde FC | - | The Spartans FC | 1:2 | ||||
| 12. Round | 11/11/2023 | Forfar Athletic | - | Clyde FC | 1:1 | ||||
| 13. Round | 18/11/2023 | Clyde FC | - | East Fife FC | 0:4 | ||||
| 15. Round | 09/12/2023 | Clyde FC | - | Stranraer FC | 2:2 | |
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| 16. Round | 16/12/2023 | Peterhead FC | - | Clyde FC | 2:1 | ||||
| 18. Round | 30/12/2023 | Clyde FC | - | Stenhousemuir FC | 1:2 | ||||
| 19. Round | 06/01/2024 | Clyde FC | - | Bonnyrigg Rose Athletic | 3:2 | ||||
| 20. Round | 13/01/2024 | East Fife FC | - | Clyde FC | 1:1 | ||||
| 14. Round | 30/01/2024 | Elgin City | - | Clyde FC | 2:1 | ||||
| 27. Round | 02/03/2024 | Clyde FC | - | Elgin City | 2:1 | ||||
| 29. Round | 16/03/2024 | Bonnyrigg Rose Athletic | - | Clyde FC | 1:2 | ||||
| 34. Round | 20/04/2024 | Clyde FC | - | Stenhousemuir FC | 2:2 | ||||
| 35. Round | 27/04/2024 | Clyde FC | - | East Fife FC | 1:0 | ||||
| 36. Round | 04/05/2024 | Elgin City | - | Clyde FC | 0:3 |
Scotland