| 1 | Mon 30 Dec | 30 0-1 v AFC WimbledonAFC Wimbledon 1-0 Gillingham | Sky Bet League Two |
| 2 | Tue 28 Jan | 301-1 v Grimsby TownGrimsby Town 1-1 Gillingham | Sky Bet League Two |
| 3 | Sat 1 Feb | 301-2 v Notts CountyGillingham 1-2 Notts County | Sky Bet League Two |
| 4 | Sat 8 Feb | 300-3 v BarrowBarrow 3-0 Gillingham | Sky Bet League Two |
| 5 | Tue 11 Feb | 301-1 v WalsallWalsall 1-1 Gillingham | Sky Bet League Two |
| 6 | Sat 15 Feb | 30 0-0 v Crewe AlexandraGillingham 0-0 Crewe Alexandra | Sky Bet League Two |
| 7 | Sat 22 Feb | 300-0 v Carlisle UnitedCarlisle United 0-0 Gillingham | Sky Bet League Two |
| 8 | Tue 25 Feb | 301-2 v Fleetwood TownGillingham 1-2 Fleetwood Town | Sky Bet League Two |
| 9 | Sat 1 Mar | 301-0 v MorecambeGillingham 1-0 Morecambe | Sky Bet League Two |
| 10 | Tue 4 Mar | 30 1-3 v Newport CountyNewport County 3-1 Gillingham | Sky Bet League Two |
| 11 | Sat 8 Mar | 301-0 v Bradford CityGillingham 1-0 Bradford City | Sky Bet League Two |
| 12 | Sat 15 Mar | 30 1-1 v Accrington StanleyAccrington Stanley 1-1 Gillingham | Sky Bet League Two |
| 13 | Sat 22 Mar | 300-0 v WalsallGillingham 0-0 Walsall | Sky Bet League Two |
| 14 | Sat 29 Mar | 301-1 v Harrogate TownHarrogate Town 1-1 Gillingham | Sky Bet League Two |
| 15 | Tue 1 Apr | 301-1 v Colchester UnitedGillingham 1-1 Colchester United | Sky Bet League Two |
| 16 | Sat 5 Apr | 302-2 v Salford CitySalford City 2-2 Gillingham | Sky Bet League Two |
| 17 | Tue 8 Apr | 30 1-1 v ChesterfieldChesterfield 1-1 Gillingham | Sky Bet League Two |
| 18 | Sat 12 Apr | 301-0 v Milton Keynes DonsGillingham 1-0 Milton Keynes Dons | Sky Bet League Two |
| 19 | Fri 18 Apr | 301-1 v Cheltenham TownCheltenham Town 1-1 Gillingham | Sky Bet League Two |
| 20 | Mon 21 Apr | 301-0 v AFC WimbledonGillingham 1-0 AFC Wimbledon | Sky Bet League Two |
| 21 | Sat 26 Apr | 30 1-1 v Swindon TownGillingham 1-1 Swindon Town | Sky Bet League Two |
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