| 1 | Sat 3 Oct 2020 | 35 1-1 v Shrewsbury TownShrewsbury Town 1-1 Gillingham | Sky Bet League One |
| 2 | Tue 6 Oct 2020 | 350-2 v Ipswich TownIpswich Town 2-0 Gillingham | Papa John’s Trophy Group 9 |
| 3 | Sat 10 Oct 2020 | 35 3-1 v Oxford UnitedGillingham 3-1 Oxford United | Sky Bet League One |
| 4 | Sat 17 Oct 2020 | 350-2 v Milton Keynes DonsMilton Keynes Dons 2-0 Gillingham | Sky Bet League One |
| 5 | Tue 20 Oct 2020 | 350-2 v PortsmouthGillingham 0-2 Portsmouth | Sky Bet League One |
| 6 | Wed 2 Dec 2020 | 352-0 v Bristol RoversBristol Rovers 0-2 Gillingham | Sky Bet League One |
| 7 | Sat 5 Dec 2020 | 352-0 v Swindon TownGillingham 2-0 Swindon Town | Sky Bet League One |
| 8 | Tue 8 Dec 2020 | 350-2 v Cambridge UnitedCambridge United 2-0 Gillingham | Papa John’s Trophy Second Round |
| 9 | Tue 15 Dec 2020 | 350-2 v Accrington StanleyGillingham 0-2 Accrington Stanley | Sky Bet League One |
| 10 | Sat 19 Dec 2020 | 354-1 v RochdaleRochdale 1-4 Gillingham | Sky Bet League One |
| 11 | Sat 2 Jan 2021 | 35 0-1 v Plymouth ArgylePlymouth Argyle 1-0 Gillingham | Sky Bet League One |
| 12 | Sat 9 Jan 2021 | 350-1 v Burton AlbionGillingham 0-1 Burton Albion | Sky Bet League One |
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