7. Round | 07/09/2019 | Tranmere Rovers | - | Gillingham FC | 2:2 | ||||
8. Round | 14/09/2019 | Gillingham FC | - | Wycombe Wanderers | 2:0 | ||||
10. Round | 21/09/2019 | Gillingham FC | - | Ipswich Town | 0:1 | ||||
11. Round | 28/09/2019 | Oxford United | - | Gillingham FC | 3:0 | ||||
19. Round | 23/11/2019 | AFC Wimbledon | - | Gillingham FC | 1:0 | ||||
21. Round | 14/12/2019 | Fleetwood Town | - | Gillingham FC | 1:1 | ||||
30. Round | 29/01/2020 | Gillingham FC | - | Shrewsbury Town | 2:0 | ||||
32. Round | 08/02/2020 | Burton Albion | - | Gillingham FC | 0:0 | ||||
33. Round | 11/02/2020 | Blackpool FC | - | Gillingham FC | 2:3 | ||||
34. Round | 15/02/2020 | Gillingham FC | - | Doncaster Rovers | 2:1 |