| 1 | Sat 2 Aug | 81-1 v Accrington StanleyAccrington Stanley 1-1 Gillingham | Sky Bet League Two |
| 2 | Sat 9 Aug | 81-0 v WalsallGillingham 1-0 Walsall | Sky Bet League Two |
| 3 | Sat 16 Aug | 81-1 v Tranmere RoversTranmere Rovers 1-1 Gillingham | Sky Bet League Two |
| 4 | Tue 19 Aug | 84-1 v ChesterfieldGillingham 4-1 Chesterfield | Sky Bet League Two |
| 5 | Sat 23 Aug | 81-0 v Crewe AlexandraGillingham 1-0 Crewe Alexandra | Sky Bet League Two |
| 6 | Sat 30 Aug | 81-0 v Oldham AthleticOldham Athletic 0-1 Gillingham | Sky Bet League Two |
| 7 | Sat 6 Sep | 82-2 v BromleyBromley 2-2 Gillingham | Sky Bet League Two |
| 8 | Sat 1 Nov | 82-2 v Newport CountyNewport County 2-2 Gillingham | Emirates FA Cup First Round |
| 9 | Sat 6 Dec | 80-0 v Colchester UnitedColchester United 0-0 Gillingham | Sky Bet League Two |
| 10 | Sat 13 Dec | 82-2 v BarrowGillingham 2-2 Barrow | Sky Bet League Two |
| 11 | Sat 20 Dec | 81-2 v Fleetwood TownFleetwood Town 2-1 Gillingham | Sky Bet League Two |
| 12 | Fri 26 Dec | 81-1 v Cambridge UnitedGillingham 1-1 Cambridge United | Sky Bet League Two |
| 13 | Mon 29 Dec | 81-1 v Colchester UnitedGillingham 1-1 Colchester United | Sky Bet League Two |
| 14 | Thu 1 Jan | 80-2 v Swindon TownSwindon Town 2-0 Gillingham | Sky Bet League Two |
| 15 | Sat 17 Jan | 83-2 v Newport CountyGillingham 3-2 Newport County | Sky Bet League Two |
| 16 | Sat 24 Jan | 83-0 v Harrogate TownHarrogate Town 0-3 Gillingham | Sky Bet League Two |
| 17 | Sat 31 Jan | 81-4 v BromleyGillingham 1-4 Bromley | Sky Bet League Two |
| 18 | Tue 3 Feb | 80-1 v Notts CountyNotts County 1-0 Gillingham | Sky Bet League Two |
| 19 | Sat 7 Feb | 82-1 v Tranmere RoversGillingham 2-1 Tranmere Rovers | Sky Bet League Two |
| 20 | Sat 14 Feb | 80-1 v Crewe AlexandraCrewe Alexandra 1-0 Gillingham | Sky Bet League Two |
| 21 | Tue 17 Feb | 80-1 v ChesterfieldChesterfield 1-0 Gillingham | Sky Bet League Two |
| 22 | Sat 21 Feb | 80-3 v Oldham AthleticGillingham 0-3 Oldham Athletic | Sky Bet League Two |
| 23 | Sat 28 Feb | 81-0 v BarrowBarrow 0-1 Gillingham | Sky Bet League Two |
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