| 1 | Sat 2 Feb 2019 | 1-1 v Coventry CityCoventry City 1-1 Gillingham | Sky Bet League One |
| 2 | Sat 9 Feb 2019 | 1-4 v BarnsleyGillingham 1-4 Barnsley | Sky Bet League One |
| 3 | Sat 16 Feb 2019 | 1-0 v Scunthorpe UnitedGillingham 1-0 Scunthorpe United | Sky Bet League One |
| 4 | Tue 19 Feb 2019 | 2-4 v SunderlandSunderland 4-2 Gillingham | Sky Bet League One |
| 5 | Sat 23 Feb 2019 | 1-0 v Wycombe WanderersWycombe Wanderers 0-1 Gillingham | Sky Bet League One |
| 6 | Sat 2 Mar 2019 | 1-1 v Fleetwood TownFleetwood Town 1-1 Gillingham | Sky Bet League One |
| 7 | Sat 9 Mar 2019 | 1-0 v Oxford UnitedGillingham 1-0 Oxford United | Sky Bet League One |
| 8 | Sat 16 Mar 2019 | 2-2 v Luton TownLuton Town 2-2 Gillingham | Sky Bet League One |
| 9 | Sat 23 Mar 2019 | 4-2 v AFC WimbledonAFC Wimbledon 2-4 Gillingham | Sky Bet League One |
| 10 | Sat 30 Mar 2019 | 1-1 v RochdaleGillingham 1-1 Rochdale | Sky Bet League One |
| 11 | Sat 6 Apr 2019 | 0-2 v Peterborough UnitedPeterborough United 2-0 Gillingham | Sky Bet League One |
| 12 | Sat 13 Apr 2019 | 0-2 v Shrewsbury TownGillingham 0-2 Shrewsbury Town | Sky Bet League One |
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