| 1. Round | 05/08/2023 | Carlisle United | - | Fleetwood Town | 1:1 | ||||
| 2. Round | 12/08/2023 | Oxford United | - | Carlisle United | 1:0 |  |
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| 3. Round | 15/08/2023 | Carlisle United | - | Wigan Athletic | 1:1 | ||||
| 4. Round | 19/08/2023 | Carlisle United | - | Exeter City | 0:2 | ||||
| 5. Round | 26/08/2023 | Port Vale FC | - | Carlisle United | 1:0 | ||||
| 6. Round | 02/09/2023 | Carlisle United | - | Shrewsbury Town | 2:0 | |
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| 7. Round | 09/09/2023 | Stevenage FC | - | Carlisle United | 2:2 | |
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| 8. Round | 16/09/2023 | Lincoln City | - | Carlisle United | 1:1 | ||||
| 9. Round | 23/09/2023 | Carlisle United | - | Derby County | 0:2 | ||||
| 10. Round | 30/09/2023 | Wycombe Wanderers | - | Carlisle United | 2:0 | ||||
| 11. Round | 03/10/2023 | Carlisle United | - | Peterborough United | 1:1 | ||||
| 12. Round | 07/10/2023 | Bolton Wanderers | - | Carlisle United | 1:3 | ||||
| 13. Round | 14/10/2023 | Carlisle United | - | Leyton Orient | 0:1 | ||||
| 14. Round | 21/10/2023 | Portsmouth FC | - | Carlisle United | 1:0 | |
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| 15. Round | 24/10/2023 | Carlisle United | - | Burton Albion | 2:1 | ||||
| 16. Round | 28/10/2023 | Cambridge United | - | Carlisle United | 1:0 |
England