| 4. Round | 31/08/2024 | Gillingham FC | - | Chesterfield FC | 1:0 | ||||
| 5. Round | 07/09/2024 | Doncaster Rovers | - | Gillingham FC | 1:0 | ||||
| 14. Round | 26/10/2024 | Swindon Town | - | Gillingham FC | 1:1 | ||||
| 15. Round | 09/11/2024 | Gillingham FC | - | Port Vale FC | 1:0 | ||||
| 17. Round | 23/11/2024 | Gillingham FC | - | Harrogate Town | 1:2 | ||||
| 18. Round | 04/12/2024 | Bromley FC | - | Gillingham FC | 2:1 |  |
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| 19. Round | 07/12/2024 | Gillingham FC | - | Salford City | 1:0 | ||||
| 20. Round | 14/12/2024 | Milton Keynes Dons | - | Gillingham FC | 0:1 | ||||
| 21. Round | 20/12/2024 | Gillingham FC | - | Cheltenham Town | 2:2 | ||||
| 22. Round | 26/12/2024 | Colchester United | - | Gillingham FC | 2:0 | ||||
| 24. Round | 02/01/2025 | Gillingham FC | - | Bromley FC | 0:3 |
England