All countries
| 1/128-finals | Gillingham | Barrow | details | 07.11.2026 16:00 | |||
| Group 15 | Northampton | Gillingham | details | 10.11.2026 20:00 | |||
| 15. Round | Colchester | Gillingham | details | 14.11.2026 16:00 | |||
| 16. Round | Gillingham | Crewe | details | 21.11.2026 13:30 | |||
| 17. Round | Salford | Gillingham | details | 28.11.2026 16:00 | |||
| 18. Round | Gillingham | Swindon | details | 01.12.2026 20:45 | |||
| 19. Round | Oldham | Gillingham | details | 12.12.2026 16:00 | |||
| 20. Round | Gillingham | Cheltenham | details | 19.12.2026 16:00 | |||
| 21. Round | Crawley | Gillingham | details | 26.12.2026 16:00 | |||
| 22. Round | Gillingham | Barnet | details | 29.12.2026 20:45 | |||
| 23. Round | Gillingham | Exeter | details | 02.01.2027 16:00 | |||
| 24. Round | Cheltenham | Gillingham | details | 09.01.2027 16:00 | |||
| 25. Round | Gillingham | Accrington | details | 16.01.2027 16:00 | |||
| 26. Round | Port Vale | Gillingham | details | 19.01.2027 20:45 | |||
| 27. Round | Grimsby | Gillingham | details | 23.01.2027 16:00 | |||
| 28. Round | Gillingham | Shrewsbury | details | 30.01.2027 16:00 | |||
| 29. Round | Northampton | Gillingham | details | 06.02.2027 16:00 | |||
| 30. Round | Gillingham | Chesterfield | details | 09.02.2027 20:45 | |||
| 31. Round | Gillingham | Rochdale | details | 13.02.2027 16:00 | |||
| 32. Round | Tranmere | Gillingham | details | 20.02.2027 16:00 | |||
| 33. Round | Gillingham | Colchester | details | 27.02.2027 16:00 | |||
| 34. Round | Walsall | Gillingham | details | 06.03.2027 16:00 | |||
| 35. Round | Gillingham | Fleetwood | details | 13.03.2027 16:00 | |||
| 36. Round | Crewe | Gillingham | details | 20.03.2027 16:00 | |||
| 37. Round | Exeter | Gillingham | details | 26.03.2027 16:00 | |||
| 38. Round | Gillingham | Crawley | details | 29.03.2027 15:00 | |||
| 39. Round | Barnet | Gillingham | details | 03.04.2027 15:00 | |||
| 40. Round | Gillingham | Oldham | details | 10.04.2027 15:00 | |||
| 41. Round | Gillingham | Rotherham | details | 13.04.2027 19:45 | |||
| 42. Round | Bristol Rovers | Gillingham | details | 17.04.2027 15:00 | |||
| 43. Round | Gillingham | York City | details | 24.04.2027 15:00 | |||
| 44. Round | Newport | Gillingham | details | 27.04.2027 19:45 | |||
| 45. Round | Gillingham | Salford | details | 01.05.2027 15:00 | |||
| 46. Round | Swindon | Gillingham | details | 08.05.2027 15:00 | |||