| 1 | Sat 5 Aug | 101-0 v Stockport CountyStockport County 0-1 Gillingham | Sky Bet League Two |
| 2 | Tue 15 Aug | 101-0 v Sutton UnitedSutton United 0-1 Gillingham | Sky Bet League Two |
| 3 | Sat 19 Aug | 101-0 v Crawley TownCrawley Town 0-1 Gillingham | Sky Bet League Two |
| 4 | Sat 26 Aug | 100-3 v Colchester UnitedGillingham 0-3 Colchester United | Sky Bet League Two |
| 5 | Tue 29 Aug | 102-3 v Luton TownLuton Town 3-2 Gillingham | Carabao Cup Second Round |
| 6 | Sat 2 Sep | 100-2 v Grimsby TownGrimsby Town 2-0 Gillingham | Sky Bet League Two |
| 7 | Tue 5 Sep | 102-1 v Leyton OrientGillingham 2-1 Leyton Orient | EFL Trophy |
| 8 | Sat 9 Sep | 101-0 v Harrogate TownGillingham 1-0 Harrogate Town | Sky Bet League Two |
| 9 | Sat 16 Sep | 102-1 v MorecambeGillingham 2-1 Morecambe | Sky Bet League Two |
| 10 | Sat 23 Sep | 101-2 v Doncaster RoversDoncaster Rovers 2-1 Gillingham | Sky Bet League Two |
| 11 | Sat 30 Sep | 101-1 v Mansfield TownGillingham 1-1 Mansfield Town | Sky Bet League Two |
| 12 | Sat 7 Oct | 102-1 v Milton Keynes DonsGillingham 2-1 Milton Keynes Dons | Sky Bet League Two |
| 13 | Sat 18 Nov | 103-1 v Salford CityGillingham 3-1 Salford City | Sky Bet League Two |
| 14 | Tue 28 Nov | 101-0 v AFC WimbledonGillingham 1-0 AFC Wimbledon | Sky Bet League Two |
| 15 | Sat 2 Dec | 102-0 v Charlton AthleticGillingham 2-0 Charlton Athletic | Emirates FA Cup Second Round |
| 16 | Fri 22 Dec | 10 0-0 v Forest Green RoversForest Green Rovers 0-0 Gillingham | Sky Bet League Two |
| 17 | Tue 26 Dec | 100-2 v Crawley TownGillingham 0-2 Crawley Town | Sky Bet League Two |
| 18 | Fri 29 Dec | 101-0 v Sutton UnitedGillingham 1-0 Sutton United | Sky Bet League Two |
| 19 | Mon 1 Jan | 101-0 v Colchester UnitedColchester United 0-1 Gillingham | Sky Bet League Two |
| 20 | Sat 6 Jan | 100-4 v Sheffield UnitedGillingham 0-4 Sheffield United | Emirates FA Cup Third Round |
| 21 | Sat 20 Jan | 101-1 v Forest Green RoversGillingham 1-1 Forest Green Rovers | Sky Bet League Two |
| 22 | Sat 27 Jan | 101-2 v Milton Keynes DonsMilton Keynes Dons 2-1 Gillingham | Sky Bet League Two |
| 23 | Sat 3 Feb | 101-1 v WalsallGillingham 1-1 Walsall | Sky Bet League Two |
| 24 | Sat 17 Feb | 100-1 v Newport CountyNewport County 1-0 Gillingham | Sky Bet League Two |
| 25 | Tue 20 Feb | 100-0 v Stockport CountyGillingham 0-0 Stockport County | Sky Bet League Two |
| 26 | Sat 24 Feb | 101-0 v WrexhamGillingham 1-0 Wrexham | Sky Bet League Two |
| 27 | Sat 2 Mar | 102-0 v Salford CitySalford City 0-2 Gillingham | Sky Bet League Two |
| 28 | Tue 5 Mar | 100-2 v BarrowBarrow 2-0 Gillingham | Sky Bet League Two |
| 29 | Sat 9 Mar | 101-1 v Tranmere RoversGillingham 1-1 Tranmere Rovers | Sky Bet League Two |
| 30 | Tue 12 Mar | 100-2 v AFC WimbledonAFC Wimbledon 2-0 Gillingham | Sky Bet League Two |
| 31 | Sat 16 Mar | 101-1 v Grimsby TownGillingham 1-1 Grimsby Town | Sky Bet League Two |
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