| 1. Round | 05/08/2023 | Bolton Wanderers | - | Lincoln City | 3:0 | ||||
| 2. Round | 12/08/2023 | Cheltenham Town | - | Bolton Wanderers | 0:3 | ||||
| 3. Round | 15/08/2023 | Bolton Wanderers | - | Fleetwood Town | 3:1 | ||||
| 4. Round | 19/08/2023 | Bolton Wanderers | - | Wigan Athletic | 0:4 | ||||
| 5. Round | 26/08/2023 | Burton Albion | - | Bolton Wanderers | 1:1 | ||||
| 6. Round | 02/09/2023 | Bolton Wanderers | - | Derby County | 2:1 | ||||
| 19. Round | 25/11/2023 | Bolton Wanderers | - | Exeter City | 7:0 | ||||
| 21. Round | 11/12/2023 | Portsmouth FC | - | Bolton Wanderers | 2:0 |  |
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| 22. Round | 16/12/2023 | Bolton Wanderers | - | Bristol Rovers | 1:2 | ||||
| 30. Round | 27/01/2024 | Carlisle United | - | Bolton Wanderers | 1:4 | ||||
| 32. Round | 10/02/2024 | Northampton Town | - | Bolton Wanderers | 1:1 |  |
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| 33. Round | 13/02/2024 | Bolton Wanderers | - | Wycombe Wanderers | 2:1 | ||||
| 34. Round | 17/02/2024 | Bolton Wanderers | - | Charlton Athletic | 3:3 | ||||
| 18. Round | 20/02/2024 | Cambridge United | - | Bolton Wanderers | 1:2 | |
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| 35. Round | 24/02/2024 | Blackpool FC | - | Bolton Wanderers | 4:1 | |
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| 27. Round | 27/02/2024 | Wigan Athletic | - | Bolton Wanderers | 1:0 |
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