| 1 | Sat 5 Sep 2020 | 35 1-0 v Milton Keynes DonsMilton Keynes Dons 0-1 Coventry City | Carabao Cup First Round South |
| 2 | Tue 15 Sep 2020 | 351-1 v GillinghamGillingham 1-1 Coventry City | Carabao Cup Second Round |
| 3 | Sat 3 Oct 2020 | 35 1-1 v Shrewsbury TownShrewsbury Town 1-1 Gillingham | Sky Bet League One |
| 4 | Tue 6 Oct 2020 | 350-2 v Ipswich TownIpswich Town 2-0 Gillingham | Papa John’s Trophy Group 9 |
| 5 | Sat 10 Oct 2020 | 35 3-1 v Oxford UnitedGillingham 3-1 Oxford United | Sky Bet League One |
| 6 | Sat 17 Oct 2020 | 350-2 v Milton Keynes DonsMilton Keynes Dons 2-0 Gillingham | Sky Bet League One |
| 7 | Tue 20 Oct 2020 | 350-2 v PortsmouthGillingham 0-2 Portsmouth | Sky Bet League One |
| 8 | Wed 2 Dec 2020 | 352-0 v Bristol RoversBristol Rovers 0-2 Gillingham | Sky Bet League One |
| 9 | Sat 5 Dec 2020 | 352-0 v Swindon TownGillingham 2-0 Swindon Town | Sky Bet League One |
| 10 | Tue 8 Dec 2020 | 350-2 v Cambridge UnitedCambridge United 2-0 Gillingham | Papa John’s Trophy Second Round |
| 11 | Tue 15 Dec 2020 | 350-2 v Accrington StanleyGillingham 0-2 Accrington Stanley | Sky Bet League One |
| 12 | Sat 19 Dec 2020 | 354-1 v RochdaleRochdale 1-4 Gillingham | Sky Bet League One |
| 13 | Sat 2 Jan 2021 | 35 0-1 v Plymouth ArgylePlymouth Argyle 1-0 Gillingham | Sky Bet League One |
| 14 | Sat 9 Jan 2021 | 350-1 v Burton AlbionGillingham 0-1 Burton Albion | Sky Bet League One |
| 15 | Sat 6 Feb 2021 | 62-0 v BarrowBarrow 0-2 Cambridge United | Sky Bet League Two |
| 16 | Tue 9 Feb 2021 | 61-4 v Salford CitySalford City 4-1 Cambridge United | Sky Bet League Two |
| 17 | Sat 13 Feb 2021 | 60-0 v Southend UnitedCambridge United 0-0 Southend United | Sky Bet League Two |
| 18 | Sat 20 Feb 2021 | 63-0 v Mansfield TownMansfield Town 0-3 Cambridge United | Sky Bet League Two |
| 19 | Sat 27 Feb 2021 | 61-0 v Port ValePort Vale 0-1 Cambridge United | Sky Bet League Two |
| 20 | Tue 2 Mar 2021 | 60-1 v Scunthorpe UnitedCambridge United 0-1 Scunthorpe United | Sky Bet League Two |
| 21 | Sat 6 Mar 2021 | 61-0 v WalsallCambridge United 1-0 Walsall | Sky Bet League Two |
| 22 | Tue 9 Mar 2021 | 6 1-2 v Bolton WanderersBolton Wanderers 2-1 Cambridge United | Sky Bet League Two |
| 23 | Sat 13 Mar 2021 | 6 4-2 v Oldham AthleticOldham Athletic 2-4 Cambridge United | Sky Bet League Two |
| 24 | Sat 17 Apr 2021 | 61-0 v Newport CountyNewport County 0-1 Cambridge United | Sky Bet League Two |
| 25 | Tue 20 Apr 2021 | 64-2 v Leyton OrientLeyton Orient 2-4 Cambridge United | Sky Bet League Two |
| 26 | Sat 24 Apr 2021 | 60-1 v StevenageCambridge United 0-1 Stevenage | Sky Bet League Two |
| 27 | Fri 30 Apr 2021 | 64-5 v Harrogate TownHarrogate Town 5-4 Cambridge United | Sky Bet League Two |
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