| 1 | Sat 5 Sep 2020 | 4 1-0 v Southend UnitedGillingham 1-0 Southend United | Carabao Cup First Round South |
| 2 | Tue 15 Sep 2020 | 41-1 v Coventry CityGillingham 1-1 Coventry City | Carabao Cup Second Round |
| 3 | Sat 16 Jan 2021 | 41-0 v Accrington StanleyAccrington Stanley 0-1 Gillingham | Sky Bet League One |
| 4 | Tue 26 Jan 2021 | 44-1 v Crewe AlexandraGillingham 4-1 Crewe Alexandra | Sky Bet League One |
| 5 | Sat 30 Jan 2021 | 42-2 v SunderlandSunderland 2-2 Gillingham | Sky Bet League One |
| 6 | Fri 5 Feb 2021 | 40-3 v Lincoln CityGillingham 0-3 Lincoln City | Sky Bet League One |
| 7 | Sat 13 Feb 2021 | 43-2 v Charlton AthleticCharlton Athletic 2-3 Gillingham | Sky Bet League One |
| 8 | Sat 20 Feb 2021 | 42-0 v Bristol RoversGillingham 2-0 Bristol Rovers | Sky Bet League One |
| 9 | Tue 23 Feb 2021 | 4 0-1 v AFC WimbledonAFC Wimbledon 1-0 Gillingham | Sky Bet League One |
| 10 | Sat 27 Feb 2021 | 4 1-1 v PortsmouthPortsmouth 1-1 Gillingham | Sky Bet League One |
| 11 | Tue 2 Mar 2021 | 4 3-2 v Milton Keynes DonsGillingham 3-2 Milton Keynes Dons | Sky Bet League One |
| 12 | Sat 6 Mar 2021 | 43-1 v Ipswich TownGillingham 3-1 Ipswich Town | Sky Bet League One |
| 13 | Tue 9 Mar 2021 | 4 0-1 v Fleetwood TownFleetwood Town 1-0 Gillingham | Sky Bet League One |
| 14 | Sat 13 Mar 2021 | 4 3-1 v Swindon TownSwindon Town 1-3 Gillingham | Sky Bet League One |
| 15 | Tue 16 Mar 2021 | 4 3-0 v Lincoln CityLincoln City 0-3 Gillingham | Sky Bet League One |
| 16 | Sat 20 Mar 2021 | 42-2 v Doncaster RoversGillingham 2-2 Doncaster Rovers | Sky Bet League One |
| 17 | Sat 27 Mar 2021 | 4 1-1 v Hull CityHull City 1-1 Gillingham | Sky Bet League One |
| 18 | Wed 31 Mar 2021 | 4 1-0 v Wigan AthleticGillingham 1-0 Wigan Athletic | Sky Bet League One |
| 19 | Mon 5 Apr 2021 | 4 1-4 v BlackpoolBlackpool 4-1 Gillingham | Sky Bet League One |
| 20 | Sat 10 Apr 2021 | 4 0-0 v Shrewsbury TownGillingham 0-0 Shrewsbury Town | Sky Bet League One |
| 21 | Sat 17 Apr 2021 | 42-3 v Oxford UnitedOxford United 3-2 Gillingham | Sky Bet League One |
| 22 | Tue 20 Apr 2021 | 41-0 v Peterborough UnitedPeterborough United 0-1 Gillingham | Sky Bet League One |
| 23 | Sat 24 Apr 2021 | 4 2-2 v Northampton TownGillingham 2-2 Northampton Town | Sky Bet League One |
| 24 | Sat 1 May 2021 | 41-1 v Burton AlbionBurton Albion 1-1 Gillingham | Sky Bet League One |
| 25 | Sun 9 May 2021 | 4 1-0 v Plymouth ArgyleGillingham 1-0 Plymouth Argyle | Sky Bet League One |
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