| 1 | Tue 15 Sep 2020 | 20 1-1 v Coventry CityGillingham 1-1 Coventry City | Carabao Cup Second Round |
| 2 | Sat 19 Sep 2020 | 203-2 v Wigan AthleticWigan Athletic 2-3 Gillingham | Sky Bet League One |
| 3 | Wed 23 Sep 2020 | 200-1 v Stoke CityStoke City 1-0 Gillingham | Carabao Cup Third Round |
| 4 | Sat 26 Sep 2020 | 202-0 v BlackpoolGillingham 2-0 Blackpool | Sky Bet League One |
| 5 | Sat 17 Oct 2020 | 20 0-2 v Milton Keynes DonsMilton Keynes Dons 2-0 Gillingham | Sky Bet League One |
| 6 | Sat 24 Oct 2020 | 200-2 v Fleetwood TownGillingham 0-2 Fleetwood Town | Sky Bet League One |
| 7 | Tue 27 Oct 2020 | 200-1 v Ipswich TownIpswich Town 1-0 Gillingham | Sky Bet League One |
| 8 | Sat 31 Oct 2020 | 200-2 v SunderlandGillingham 0-2 Sunderland | Sky Bet League One |
| 9 | Sat 21 Nov 2020 | 201-1 v Charlton AthleticGillingham 1-1 Charlton Athletic | Sky Bet League One |
| 10 | Wed 2 Dec 2020 | 202-0 v Bristol RoversBristol Rovers 0-2 Gillingham | Sky Bet League One |
| 11 | Sat 5 Dec 2020 | 20 2-0 v Swindon TownGillingham 2-0 Swindon Town | Sky Bet League One |
| 12 | Tue 8 Dec 2020 | 200-2 v Cambridge UnitedCambridge United 2-0 Gillingham | Papa John’s Trophy Second Round |
| 13 | Tue 15 Dec 2020 | 200-2 v Accrington StanleyGillingham 0-2 Accrington Stanley | Sky Bet League One |
| 14 | Sat 19 Dec 2020 | 204-1 v RochdaleRochdale 1-4 Gillingham | Sky Bet League One |
| 15 | Tue 29 Dec 2020 | 201-3 v Northampton TownNorthampton Town 3-1 Gillingham | Sky Bet League One |
| 16 | Sat 2 Jan 2021 | 200-1 v Plymouth ArgylePlymouth Argyle 1-0 Gillingham | Sky Bet League One |
| 17 | Sat 9 Jan 2021 | 200-1 v Burton AlbionGillingham 0-1 Burton Albion | Sky Bet League One |
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