1 | Sat 3 Aug 2019 | 1-1 v Doncaster RoversDoncaster Rovers 1-1 Gillingham | Sky Bet League One |
2 | Sat 10 Aug 2019 | 1-2 v Burton AlbionGillingham 1-2 Burton Albion | Sky Bet League One |
3 | Tue 13 Aug 2019 | 2-2 v Newport CountyGillingham 2-2 Newport County | Carabao Cup First Round |
4 | Tue 20 Aug 2019 | 2-2 v BlackpoolGillingham 2-2 Blackpool | Sky Bet League One |
5 | Sat 24 Aug 2019 | 0-1 v Coventry CityCoventry City 1-0 Gillingham | Sky Bet League One |
6 | Sat 31 Aug 2019 | 5-0 v Bolton WanderersGillingham 5-0 Bolton Wanderers | Sky Bet League One |
7 | Tue 17 Sep 2019 | 1-1 v Bristol RoversBristol Rovers 1-1 Gillingham | Sky Bet League One |
8 | Sat 21 Sep 2019 | 0-1 v Ipswich TownGillingham 0-1 Ipswich Town | Sky Bet League One |
9 | Sat 28 Sep 2019 | 0-3 v Oxford UnitedOxford United 3-0 Gillingham | Sky Bet League One |
10 | Sat 5 Oct 2019 | 3-1 v Southend UnitedGillingham 3-1 Southend United | Sky Bet League One |
11 | Sat 12 Oct 2019 | 0-0 v PortsmouthPortsmouth 0-0 Gillingham | Sky Bet League One |
12 | Sat 19 Oct 2019 | 1-2 v Peterborough UnitedGillingham 1-2 Peterborough United | Sky Bet League One |
13 | Tue 22 Oct 2019 | 1-1 v Shrewsbury TownShrewsbury Town 1-1 Gillingham | Sky Bet League One |
14 | Sat 26 Oct 2019 | 1-0 v Accrington StanleyAccrington Stanley 0-1 Gillingham | Sky Bet League One |
15 | Sat 2 Nov 2019 | 0-3 v Rotherham UnitedGillingham 0-3 Rotherham United | Sky Bet League One |
16 | Sat 16 Nov 2019 | 1-0 v Lincoln CityGillingham 1-0 Lincoln City | Sky Bet League One |
17 | Tue 19 Nov 2019 | 1-0 v SunderlandGillingham 1-0 Sunderland | Emirates FA Cup First Round Replay |
18 | Sat 14 Dec 2019 | 1-1 v Fleetwood TownFleetwood Town 1-1 Gillingham | Sky Bet League One |
19 | Sat 21 Dec 2019 | 3-1 v Milton Keynes DonsGillingham 3-1 Milton Keynes Dons | Sky Bet League One |
20 | Thu 26 Dec 2019 | 0-0 v Ipswich TownIpswich Town 0-0 Gillingham | Sky Bet League One |
21 | Sun 29 Dec 2019 | 1-0 v RochdaleGillingham 1-0 Rochdale | Sky Bet League One |
22 | Wed 1 Jan 2020 | 1-1 v PortsmouthGillingham 1-1 Portsmouth | Sky Bet League One |
23 | Sun 5 Jan 2020 | 0-2 v West Ham UnitedGillingham 0-2 West Ham United | Emirates FA Cup Third Round |
24 | Sat 18 Jan 2020 | 1-1 v Oxford UnitedGillingham 1-1 Oxford United | Sky Bet League One |