| 1 | Tue 15 Aug | 381-0 v Sutton UnitedSutton United 0-1 Gillingham | Sky Bet League Two |
| 2 | Sat 19 Aug | 381-0 v Crawley TownCrawley Town 0-1 Gillingham | Sky Bet League Two |
| 3 | Sat 26 Aug | 380-3 v Colchester UnitedGillingham 0-3 Colchester United | Sky Bet League Two |
| 4 | Tue 29 Aug | 38 2-3 v Luton TownLuton Town 3-2 Gillingham | Carabao Cup Second Round |
| 5 | Sat 2 Sep | 380-2 v Grimsby TownGrimsby Town 2-0 Gillingham | Sky Bet League Two |
| 6 | Sat 4 Nov | 382-0 v HerefordHereford 0-2 Gillingham | Emirates FA Cup First Round |
| 7 | Sat 11 Nov | 380-2 v WrexhamWrexham 2-0 Gillingham | Sky Bet League Two |
| 8 | Sat 18 Nov | 383-1 v Salford CityGillingham 3-1 Salford City | Sky Bet League Two |
| 9 | Sat 25 Nov | 381-3 v Tranmere RoversTranmere Rovers 3-1 Gillingham | Sky Bet League Two |
| 10 | Tue 28 Nov | 381-0 v AFC WimbledonGillingham 1-0 AFC Wimbledon | Sky Bet League Two |
| 11 | Sat 2 Dec | 382-0 v Charlton AthleticGillingham 2-0 Charlton Athletic | Emirates FA Cup Second Round |
| 12 | Sat 16 Dec | 380-2 v Bradford CityGillingham 0-2 Bradford City | Sky Bet League Two |
| 13 | Fri 22 Dec | 380-0 v Forest Green RoversForest Green Rovers 0-0 Gillingham | Sky Bet League Two |
| 14 | Tue 26 Dec | 380-2 v Crawley TownGillingham 0-2 Crawley Town | Sky Bet League Two |
| 15 | Sat 6 Jan | 380-4 v Sheffield UnitedGillingham 0-4 Sheffield United | Emirates FA Cup Third Round |
| 16 | Sat 13 Jan | 382-1 v Accrington StanleyAccrington Stanley 1-2 Gillingham | Sky Bet League Two |
| 17 | Sat 27 Jan | 381-2 v Milton Keynes DonsMilton Keynes Dons 2-1 Gillingham | Sky Bet League Two |
| 18 | Sat 3 Feb | 38 1-1 v WalsallGillingham 1-1 Walsall | Sky Bet League Two |
| 19 | Fri 9 Feb | 38 3-1 v Notts CountyNotts County 1-3 Gillingham | Sky Bet League Two |
| 20 | Tue 13 Feb | 38 2-2 v Swindon TownGillingham 2-2 Swindon Town | Sky Bet League Two |
| 21 | Sat 17 Feb | 380-1 v Newport CountyNewport County 1-0 Gillingham | Sky Bet League Two |
| 22 | Tue 20 Feb | 380-0 v Stockport CountyGillingham 0-0 Stockport County | Sky Bet League Two |
| 23 | Sat 24 Feb | 381-0 v WrexhamGillingham 1-0 Wrexham | Sky Bet League Two |
| 24 | Sat 2 Mar | 382-0 v Salford CitySalford City 0-2 Gillingham | Sky Bet League Two |
| 25 | Tue 5 Mar | 380-2 v BarrowBarrow 2-0 Gillingham | Sky Bet League Two |
| 26 | Sat 9 Mar | 38 1-1 v Tranmere RoversGillingham 1-1 Tranmere Rovers | Sky Bet League Two |
| 27 | Tue 12 Mar | 380-2 v AFC WimbledonAFC Wimbledon 2-0 Gillingham | Sky Bet League Two |
| 28 | Sat 16 Mar | 381-1 v Grimsby TownGillingham 1-1 Grimsby Town | Sky Bet League Two |
| 29 | Sat 23 Mar | 38 3-2 v MorecambeMorecambe 2-3 Gillingham | Sky Bet League Two |
| 30 | Fri 29 Mar | 380-0 v Crewe AlexandraGillingham 0-0 Crewe Alexandra | Sky Bet League Two |
| 31 | Mon 1 Apr | 381-5 v Harrogate TownHarrogate Town 5-1 Gillingham | Sky Bet League Two |
| 32 | Sat 6 Apr | 380-1 v Bradford CityBradford City 1-0 Gillingham | Sky Bet League Two |
| 33 | Sat 13 Apr | 383-0 v BarrowGillingham 3-0 Barrow | Sky Bet League Two |
| 34 | Sat 20 Apr | 381-2 v Mansfield TownMansfield Town 2-1 Gillingham | Sky Bet League Two |
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