| 2. Round | 17/08/2024 | Morecambe FC | - | Gillingham FC | 0:1 |  |
 |
||
| 3. Round | 24/08/2024 | Fleetwood Town | - | Gillingham FC | 0:0 | ||||
| 4. Round | 31/08/2024 | Gillingham FC | - | Chesterfield FC | 1:0 | ||||
| 5. Round | 07/09/2024 | Doncaster Rovers | - | Gillingham FC | 1:0 | ||||
| 6. Round | 14/09/2024 | Gillingham FC | - | Tranmere Rovers | 3:0 | |
|||
| 7. Round | 21/09/2024 | Notts County | - | Gillingham FC | 0:1 | ||||
| 8. Round | 28/09/2024 | Gillingham FC | - | Barrow AFC | 2:0 | ||||
| 9. Round | 01/10/2024 | Gillingham FC | - | Grimsby Town | 0:1 | ||||
| 10. Round | 05/10/2024 | Crewe Alexandra | - | Gillingham FC | 2:0 | ||||
| 11. Round | 12/10/2024 | Gillingham FC | - | Accrington Stanley | 1:2 | ||||
| 12. Round | 19/10/2024 | Bradford City | - | Gillingham FC | 2:1 | ||||
| 13. Round | 22/10/2024 | Gillingham FC | - | Newport County | 0:2 | ||||
| 17. Round | 23/11/2024 | Gillingham FC | - | Harrogate Town | 1:2 | |
|||
| 18. Round | 04/12/2024 | Bromley FC | - | Gillingham FC | 2:1 | ||||
| 21. Round | 20/12/2024 | Gillingham FC | - | Cheltenham Town | 2:2 | |
England