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