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