| 1 | Tue 4 Sep 2018 | 0-4 v PortsmouthPortsmouth 4-0 Gillingham | Checkatrade Trophy Southern Group A |
| 2 | Sat 22 Sep 2018 | 2-4 v Peterborough UnitedGillingham 2-4 Peterborough United | Sky Bet League One |
| 3 | Sat 20 Oct 2018 | 3-3 v Doncaster RoversDoncaster Rovers 3-3 Gillingham | Sky Bet League One |
| 4 | Sat 3 Nov 2018 | 3-0 v Fleetwood TownGillingham 3-0 Fleetwood Town | Sky Bet League One |
| 5 | Tue 6 Nov 2018 | 0-1 v BlackpoolGillingham 0-1 Blackpool | Sky Bet League One |
| 6 | Sat 10 Nov 2018 | 0-0 v Hartlepool UnitedGillingham 0-0 Hartlepool United | Emirates FA Cup First Round |
| 7 | Tue 13 Nov 2018 | 2-1 v Crawley TownGillingham 2-1 Crawley Town | Checkatrade Trophy Southern Group A |
| 8 | Tue 27 Nov 2018 | 342-1 v Bristol RoversBristol Rovers 1-2 Gillingham | Sky Bet League One |
| 9 | Sun 2 Dec 2018 | 341-0 v Slough TownSlough Town 0-1 Gillingham | Emirates FA Cup Second Round |
| 10 | Sat 8 Dec 2018 | 342-0 v Scunthorpe UnitedScunthorpe United 0-2 Gillingham | Sky Bet League One |
| 11 | Sat 15 Dec 2018 | 342-2 v Wycombe WanderersGillingham 2-2 Wycombe Wanderers | Sky Bet League One |
| 12 | Sat 22 Dec 2018 | 340-2 v Charlton AthleticCharlton Athletic 2-0 Gillingham | Sky Bet League One |
| 13 | Wed 26 Dec 2018 | 342-0 v PortsmouthGillingham 2-0 Portsmouth | Sky Bet League One |
| 14 | Sat 29 Dec 2018 | 341-3 v Doncaster RoversGillingham 1-3 Doncaster Rovers | Sky Bet League One |
| 15 | Tue 1 Jan 2019 | 340-2 v Southend UnitedSouthend United 2-0 Gillingham | Sky Bet League One |
| 16 | Sat 5 Jan 2019 | 341-0 v Cardiff CityGillingham 1-0 Cardiff City | Emirates FA Cup Third Round |
| 17 | Sat 12 Jan 2019 | 343-2 v Burton AlbionBurton Albion 2-3 Gillingham | Sky Bet League One |
| 18 | Sat 19 Jan 2019 | 340-3 v WalsallGillingham 0-3 Walsall | Sky Bet League One |
| 19 | Sat 26 Jan 2019 | 341-4 v Swansea CitySwansea City 4-1 Gillingham | Emirates FA Cup Fourth Round |
| 20 | Tue 29 Jan 2019 | 340-0 v Accrington StanleyGillingham 0-0 Accrington Stanley | Sky Bet League One |
| 21 | Sat 2 Feb 2019 | 341-1 v Coventry CityCoventry City 1-1 Gillingham | Sky Bet League One |
| 22 | Sat 9 Feb 2019 | 341-4 v BarnsleyGillingham 1-4 Barnsley | Sky Bet League One |
| 23 | Sat 16 Feb 2019 | 341-0 v Scunthorpe UnitedGillingham 1-0 Scunthorpe United | Sky Bet League One |
| 24 | Tue 19 Feb 2019 | 342-4 v SunderlandSunderland 4-2 Gillingham | Sky Bet League One |
| 25 | Sat 23 Feb 2019 | 341-0 v Wycombe WanderersWycombe Wanderers 0-1 Gillingham | Sky Bet League One |
| 26 | Sat 2 Mar 2019 | 341-1 v Fleetwood TownFleetwood Town 1-1 Gillingham | Sky Bet League One |
| 27 | Sat 9 Mar 2019 | 341-0 v Oxford UnitedGillingham 1-0 Oxford United | Sky Bet League One |
| 28 | Tue 12 Mar 2019 | 340-1 v Bristol RoversGillingham 0-1 Bristol Rovers | Sky Bet League One |
| 29 | Sat 16 Mar 2019 | 342-2 v Luton TownLuton Town 2-2 Gillingham | Sky Bet League One |
| 30 | Sat 23 Mar 2019 | 344-2 v AFC WimbledonAFC Wimbledon 2-4 Gillingham | Sky Bet League One |
| 31 | Sat 30 Mar 2019 | 341-1 v RochdaleGillingham 1-1 Rochdale | Sky Bet League One |
| 32 | Sat 6 Apr 2019 | 340-2 v Peterborough UnitedPeterborough United 2-0 Gillingham | Sky Bet League One |
| 33 | Sat 13 Apr 2019 | 340-2 v Shrewsbury TownGillingham 0-2 Shrewsbury Town | Sky Bet League One |
| 34 | Fri 19 Apr 2019 | 343-1 v Plymouth ArgyleGillingham 3-1 Plymouth Argyle | Sky Bet League One |
| 35 | Mon 22 Apr 2019 | 341-1 v Bradford CityBradford City 1-1 Gillingham | Sky Bet League One |
| 36 | Sat 27 Apr 2019 | 34 0-2 v Charlton AthleticGillingham 0-2 Charlton Athletic | Sky Bet League One |
| 37 | Sat 4 May 2019 | 343-0 v BlackpoolBlackpool 0-3 Gillingham | Sky Bet League One |
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