| 1 | Sat 4 Aug 2018 | 12-0 v Accrington StanleyAccrington Stanley 0-2 Gillingham |
| 2 | Sat 11 Aug 2018 | 13-1 v Burton AlbionGillingham 3-1 Burton Albion |
| 3 | Sat 18 Aug 2018 | 11-2 v WalsallWalsall 2-1 Gillingham |
| 4 | Wed 22 Aug 2018 | 11-4 v SunderlandGillingham 1-4 Sunderland |
| 5 | Sat 25 Aug 2018 | 11-1 v Coventry CityGillingham 1-1 Coventry City |
| 6 | Sat 1 Sep 2018 | 11-2 v BarnsleyBarnsley 2-1 Gillingham |
| 7 | Sat 8 Sep 2018 | 10-1 v AFC WimbledonGillingham 0-1 AFC Wimbledon |
| 8 | Sat 15 Sep 2018 | 10-3 v RochdaleRochdale 3-0 Gillingham |
| 9 | Sat 22 Sep 2018 | 12-4 v Peterborough UnitedGillingham 2-4 Peterborough United |
| 10 | Sat 29 Sep 2018 | 12-2 v Shrewsbury TownShrewsbury Town 2-2 Gillingham |
| 11 | Sat 6 Oct 2018 | 12-0 v PortsmouthPortsmouth 0-2 Gillingham |
| 12 | Sat 13 Oct 2018 | 10-2 v Southend UnitedGillingham 0-2 Southend United |
| 13 | Sat 20 Oct 2018 | 13-3 v Doncaster RoversDoncaster Rovers 3-3 Gillingham |
| 14 | Tue 23 Oct 2018 | 11-3 v Plymouth ArgylePlymouth Argyle 3-1 Gillingham |
| 15 | Sat 27 Oct 2018 | 14-0 v Bradford CityGillingham 4-0 Bradford City |
| 16 | Sat 3 Nov 2018 | 13-0 v Fleetwood TownGillingham 3-0 Fleetwood Town |
| 17 | Tue 6 Nov 2018 | 10-1 v BlackpoolGillingham 0-1 Blackpool |
| 18 | Sat 17 Nov 2018 | 10-1 v Oxford UnitedOxford United 1-0 Gillingham |
| 19 | Sat 24 Nov 2018 | 11-3 v Luton TownGillingham 1-3 Luton Town |
| 20 | Tue 27 Nov 2018 | 1 2-1 v Bristol RoversBristol Rovers 1-2 Gillingham |
| 21 | Sat 8 Dec 2018 | 12-0 v Scunthorpe UnitedScunthorpe United 0-2 Gillingham |
| 22 | Sat 15 Dec 2018 | 12-2 v Wycombe WanderersGillingham 2-2 Wycombe Wanderers |
| 23 | Sat 22 Dec 2018 | 10-2 v Charlton AthleticCharlton Athletic 2-0 Gillingham |
| 24 | Wed 26 Dec 2018 | 12-0 v PortsmouthGillingham 2-0 Portsmouth |
| 25 | Sat 29 Dec 2018 | 11-3 v Doncaster RoversGillingham 1-3 Doncaster Rovers |
| 26 | Tue 1 Jan 2019 | 10-2 v Southend UnitedSouthend United 2-0 Gillingham |
| 27 | Sat 12 Jan 2019 | 13-2 v Burton AlbionBurton Albion 2-3 Gillingham |
| 28 | Sat 19 Jan 2019 | 10-3 v WalsallGillingham 0-3 Walsall |
| 29 | Tue 29 Jan 2019 | 10-0 v Accrington StanleyGillingham 0-0 Accrington Stanley |
| 30 | Sat 2 Feb 2019 | 11-1 v Coventry CityCoventry City 1-1 Gillingham |
| 31 | Sat 9 Feb 2019 | 11-4 v BarnsleyGillingham 1-4 Barnsley |
| 32 | Sat 16 Feb 2019 | 11-0 v Scunthorpe UnitedGillingham 1-0 Scunthorpe United |
| 33 | Tue 19 Feb 2019 | 12-4 v SunderlandSunderland 4-2 Gillingham |
| 34 | Sat 23 Feb 2019 | 11-0 v Wycombe WanderersWycombe Wanderers 0-1 Gillingham |
| 35 | Sat 2 Mar 2019 | 11-1 v Fleetwood TownFleetwood Town 1-1 Gillingham |
| 36 | Sat 9 Mar 2019 | 11-0 v Oxford UnitedGillingham 1-0 Oxford United |
| 37 | Tue 12 Mar 2019 | 10-1 v Bristol RoversGillingham 0-1 Bristol Rovers |
| 38 | Sat 16 Mar 2019 | 12-2 v Luton TownLuton Town 2-2 Gillingham |
| 39 | Sat 23 Mar 2019 | 14-2 v AFC WimbledonAFC Wimbledon 2-4 Gillingham |
| 40 | Sat 30 Mar 2019 | 11-1 v RochdaleGillingham 1-1 Rochdale |
| 41 | Sat 6 Apr 2019 | 10-2 v Peterborough UnitedPeterborough United 2-0 Gillingham |
| 42 | Sat 13 Apr 2019 | 10-2 v Shrewsbury TownGillingham 0-2 Shrewsbury Town |
| 43 | Fri 19 Apr 2019 | 13-1 v Plymouth ArgyleGillingham 3-1 Plymouth Argyle |
| 44 | Mon 22 Apr 2019 | 11-1 v Bradford CityBradford City 1-1 Gillingham |
| 45 | Sat 27 Apr 2019 | 10-2 v Charlton AthleticGillingham 0-2 Charlton Athletic |
| 46 | Sat 4 May 2019 | 13-0 v BlackpoolBlackpool 0-3 Gillingham |
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