| 1 | Tue 15 Sep 2020 | 91-3 v MillwallMillwall 3-1 Cheltenham Town | Carabao Cup Second Round |
| 2 | Tue 6 Oct 2020 | 92-0 v Plymouth ArgyleCheltenham Town 2-0 Plymouth Argyle | Papa John’s Trophy Group 9 |
| 3 | Tue 13 Oct 2020 | 91-3 v Grimsby TownCheltenham Town 1-3 Grimsby Town | Sky Bet League Two |
| 4 | Tue 20 Oct 2020 | 91-0 v Scunthorpe UnitedCheltenham Town 1-0 Scunthorpe United | Sky Bet League Two |
| 5 | Sat 24 Oct 2020 | 90-0 v Mansfield TownCheltenham Town 0-0 Mansfield Town | Sky Bet League Two |
| 6 | Tue 27 Oct 2020 | 91-2 v Port ValePort Vale 2-1 Cheltenham Town | Sky Bet League Two |
| 7 | Sat 31 Oct 2020 | 92-1 v Forest Green RoversCheltenham Town 2-1 Forest Green Rovers | Sky Bet League Two |
| 8 | Tue 3 Nov 2020 | 91-2 v Oldham AthleticOldham Athletic 2-1 Cheltenham Town | Sky Bet League Two |
| 9 | Sat 21 Nov 2020 | 93-0 v WalsallCheltenham Town 3-0 Walsall | Sky Bet League Two |
| 10 | Tue 24 Nov 2020 | 91-1 v Cambridge UnitedCheltenham Town 1-1 Cambridge United | Sky Bet League Two |
| 11 | Tue 8 Dec 2020 | 90-3 v PortsmouthCheltenham Town 0-3 Portsmouth | Papa John’s Trophy Second Round |
| 12 | Tue 15 Dec 2020 | 90-1 v Bolton WanderersCheltenham Town 0-1 Bolton Wanderers | Sky Bet League Two |
| 13 | Sat 19 Dec 2020 | 90-3 v BarrowBarrow 3-0 Cheltenham Town | Sky Bet League Two |
| 14 | Sat 26 Dec 2020 | 91-1 v StevenageCheltenham Town 1-1 Stevenage | Sky Bet League Two |
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