| 1 | Tue 17 Feb | 50-1 v ChesterfieldChesterfield 1-0 Gillingham | Sky Bet League Two |
| 2 | Sat 28 Feb | 51-0 v BarrowBarrow 0-1 Gillingham | Sky Bet League Two |
| 3 | Sat 7 Mar | 51-1 v Fleetwood TownGillingham 1-1 Fleetwood Town | Sky Bet League Two |
| 4 | Tue 10 Mar | 51-5 v Milton Keynes DonsGillingham 1-5 Milton Keynes Dons | Sky Bet League Two |
| 5 | Sat 14 Mar | 5 0-5 v Cambridge UnitedCambridge United 5-0 Gillingham | Sky Bet League Two |
| 6 | Sat 21 Mar | 51-2 v Bristol RoversGillingham 1-2 Bristol Rovers | Sky Bet League Two |
| 7 | Sat 28 Mar | 50-2 v Crawley TownCrawley Town 2-0 Gillingham | Sky Bet League Two |
| 8 | Fri 3 Apr | 52-2 v WalsallWalsall 2-2 Gillingham | Sky Bet League Two |
| 9 | Mon 6 Apr | 52-0 v Accrington StanleyGillingham 2-0 Accrington Stanley | Sky Bet League Two |
| 10 | Sat 11 Apr | 50-0 v Salford CitySalford City 0-0 Gillingham | Sky Bet League Two |
| 11 | Tue 14 Apr | 51-2 v Cheltenham TownCheltenham Town 2-1 Gillingham | Sky Bet League Two |
| 12 | Sat 2 May | 51-0 v Shrewsbury TownGillingham 1-0 Shrewsbury Town | Sky Bet League Two |
| 13 | Sat 8 Aug | 50-3 v Luton TownGillingham 0-3 Luton Town | Carabao Cup First Round |
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