| 1 | 10/7/2018 | 185-1 v BromleyBromley 1-5 Gillingham | Friendly |
| 2 | 24/7/2018 | 84-0 v EastleighEastleigh 0-4 Gillingham | Friendly |
| 3 | 24/7/2018 | 84-0 v Chatham TownChatham Town 0-4 Gillingham | Friendly |
| 4 | 4/8/2018 | 82-0 v Accrington StanleyAccrington Stanley 0-2 Gillingham | Sky Bet League One |
| 5 | 11/8/2018 | 83-1 v Burton AlbionGillingham 3-1 Burton Albion | Sky Bet League One |
| 6 | 15/9/2018 | 80-3 v RochdaleRochdale 3-0 Gillingham | Sky Bet League One |
| 7 | 22/9/2018 | 8 2-4 v Peterborough UnitedGillingham 2-4 Peterborough United | Sky Bet League One |
| 8 | 29/9/2018 | 82-2 v Shrewsbury TownShrewsbury Town 2-2 Gillingham | Sky Bet League One |
| 9 | 6/10/2018 | 82-0 v PortsmouthPortsmouth 0-2 Gillingham | Sky Bet League One |
| 10 | 13/10/2018 | 80-2 v Southend UnitedGillingham 0-2 Southend United | Sky Bet League One |
| 11 | 27/10/2018 | 84-0 v Bradford CityGillingham 4-0 Bradford City | Sky Bet League One |
| 12 | 3/11/2018 | 83-0 v Fleetwood TownGillingham 3-0 Fleetwood Town | Sky Bet League One |
| 13 | 6/11/2018 | 80-1 v BlackpoolGillingham 0-1 Blackpool | Sky Bet League One |
| 14 | 13/11/2018 | 8 2-1 v Crawley TownGillingham 2-1 Crawley Town | Checkatrade Trophy Southern Group A |
| 15 | 24/11/2018 | 81-3 v Luton TownGillingham 1-3 Luton Town | Sky Bet League One |
| 16 | 2/12/2018 | 81-0 v Slough TownSlough Town 0-1 Gillingham | Emirates FA Cup Second Round |
| 17 | 8/12/2018 | 8 2-0 v Scunthorpe UnitedScunthorpe United 0-2 Gillingham | Sky Bet League One |
| 18 | 15/12/2018 | 82-2 v Wycombe WanderersGillingham 2-2 Wycombe Wanderers | Sky Bet League One |
| 19 | 22/12/2018 | 80-2 v Charlton AthleticCharlton Athletic 2-0 Gillingham | Sky Bet League One |
| 20 | 26/12/2018 | 82-0 v PortsmouthGillingham 2-0 Portsmouth | Sky Bet League One |
| 21 | 29/12/2018 | 81-3 v Doncaster RoversGillingham 1-3 Doncaster Rovers | Sky Bet League One |
| 22 | 26/1/2019 | 81-4 v Swansea CitySwansea City 4-1 Gillingham | Emirates FA Cup Fourth Round |
| 23 | 9/2/2019 | 81-4 v BarnsleyGillingham 1-4 Barnsley | Sky Bet League One |
| 24 | 19/2/2019 | 82-4 v SunderlandSunderland 4-2 Gillingham | Sky Bet League One |
| 25 | 23/2/2019 | 81-0 v Wycombe WanderersWycombe Wanderers 0-1 Gillingham | Sky Bet League One |
| 26 | 2/3/2019 | 8 1-1 v Fleetwood TownFleetwood Town 1-1 Gillingham | Sky Bet League One |
| 27 | 9/3/2019 | 81-0 v Oxford UnitedGillingham 1-0 Oxford United | Sky Bet League One |
| 28 | 23/3/2019 | 84-2 v AFC WimbledonAFC Wimbledon 2-4 Gillingham | Sky Bet League One |
| 29 | 30/3/2019 | 81-1 v RochdaleGillingham 1-1 Rochdale | Sky Bet League One |
| 30 | 6/4/2019 | 8 0-2 v Peterborough UnitedPeterborough United 2-0 Gillingham | Sky Bet League One |
| 31 | 13/4/2019 | 80-2 v Shrewsbury TownGillingham 0-2 Shrewsbury Town | Sky Bet League One |
| 32 | 19/4/2019 | 83-1 v Plymouth ArgyleGillingham 3-1 Plymouth Argyle | Sky Bet League One |
| 33 | 27/4/2019 | 80-2 v Charlton AthleticGillingham 0-2 Charlton Athletic | Sky Bet League One |
