| 1 | Sat 21 Aug 2021 | 162-1 v MorecambeGillingham 2-1 Morecambe | Sky Bet League One |
| 2 | Tue 24 Aug 2021 | 161-1 v Cheltenham TownGillingham 1-1 Cheltenham Town | Carabao Cup Second Round |
| 3 | Sat 28 Aug 2021 | 16 1-2 v Shrewsbury TownShrewsbury Town 2-1 Gillingham | Sky Bet League One |
| 4 | Sat 11 Sep 2021 | 161-1 v Burton AlbionBurton Albion 1-1 Gillingham | Sky Bet League One |
| 5 | Sat 18 Sep 2021 | 161-4 v Milton Keynes DonsGillingham 1-4 Milton Keynes Dons | Sky Bet League One |
| 6 | Tue 21 Sep 2021 | 161-1 v Charlton AthleticGillingham 1-1 Charlton Athletic | Sky Bet League One |
| 7 | Sat 25 Sep 2021 | 161-1 v Oxford UnitedOxford United 1-1 Gillingham | Sky Bet League One |
| 8 | Tue 28 Sep 2021 | 162-0 v Cambridge UnitedCambridge United 0-2 Gillingham | Sky Bet League One |
| 9 | Sat 2 Oct 2021 | 160-2 v Wigan AthleticGillingham 0-2 Wigan Athletic | Sky Bet League One |
| 10 | Sat 9 Oct 2021 | 160-2 v Wycombe WanderersWycombe Wanderers 2-0 Gillingham | Sky Bet League One |
| 11 | Tue 19 Oct 2021 | 161-0 v Doncaster RoversGillingham 1-0 Doncaster Rovers | Sky Bet League One |
| 12 | Sat 6 Nov 2021 | 161-1 v Cheltenham TownGillingham 1-1 Cheltenham Town | Emirates FA Cup First Round |
| 13 | Sat 13 Nov 2021 | 161-1 v Sheffield WednesdaySheffield Wednesday 1-1 Gillingham | Sky Bet League One |
| 14 | Tue 16 Nov 2021 | 160-1 v Cheltenham TownCheltenham Town 1-0 Gillingham | Emirates FA Cup First Round Replay |
| 15 | Sat 20 Nov 2021 | 160-2 v Crewe AlexandraCrewe Alexandra 2-0 Gillingham | Sky Bet League One |
| 16 | Tue 23 Nov 2021 | 160-2 v Cheltenham TownGillingham 0-2 Cheltenham Town | Sky Bet League One |
| 17 | Sat 27 Nov 2021 | 160-1 v PortsmouthGillingham 0-1 Portsmouth | Sky Bet League One |
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