| 9. Round | 28/09/2013 | Crewe Alexandra | - | Gillingham FC | 0:3 | ||||
| 10. Round | 05/10/2013 | Gillingham FC | - | Milton Keynes Dons | 3:2 | ||||
| 11. Round | 12/10/2013 | Shrewsbury Town | - | Gillingham FC | 2:0 | ||||
| 20. Round | 14/12/2013 | Gillingham FC | - | Peterborough United | 2:2 | ||||
| 23. Round | 29/12/2013 | Gillingham FC | - | Walsall FC | 2:2 | ||||
| 24. Round | 04/02/2014 | Stevenage FC | - | Gillingham FC | 3:1 | ||||
| 36. Round | 11/03/2014 | Gillingham FC | - | Coventry City | 4:2 |
England