| 1 | Sat 8 Aug | 90-3 v Luton TownGillingham 0-3 Luton Town | Carabao Cup First Round |
| 2 | Sat 15 Aug | 90-3 v WalsallGillingham 0-3 Walsall | Sky Bet League Two |
| 3 | Sat 22 Aug | 90-0 v Fleetwood TownFleetwood Town 0-0 Gillingham | Sky Bet League Two |
| 4 | Sat 29 Aug | 91-1 v Northampton TownGillingham 1-1 Northampton Town | Sky Bet League Two |
| 5 | Tue 1 Sep | 9 1-1 v ChesterfieldChesterfield 1-1 Gillingham | Sky Bet League Two |
| 6 | Sat 5 Sep | 94-1 v RochdaleRochdale 1-4 Gillingham | Sky Bet League Two |
| 7 | Sat 19 Sep | 93-0 v Bristol RoversGillingham 3-0 Bristol Rovers | Sky Bet League Two |
| 8 | Sat 26 Sep | 90-3 v York CityYork City 3-0 Gillingham | Sky Bet League Two |
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