| 1 | Sat 16 Jan 2021 | 21-1 v Bolton WanderersBolton Wanderers 1-1 Cheltenham Town | Sky Bet League Two |
| 2 | Sat 30 Jan 2021 | 20-0 v Forest Green RoversForest Green Rovers 0-0 Cheltenham Town | Sky Bet League Two |
| 3 | Tue 9 Feb 2021 | 21-0 v Harrogate TownHarrogate Town 0-1 Cheltenham Town | Sky Bet League Two |
| 4 | Sat 20 Feb 2021 | 20-2 v Bradford CityCheltenham Town 0-2 Bradford City | Sky Bet League Two |
| 5 | Tue 23 Feb 2021 | 2 1-0 v Cambridge UnitedCambridge United 0-1 Cheltenham Town | Sky Bet League Two |
| 6 | Sat 27 Feb 2021 | 22-0 v Scunthorpe UnitedScunthorpe United 0-2 Cheltenham Town | Sky Bet League Two |
| 7 | Tue 2 Mar 2021 | 21-0 v Southend UnitedCheltenham Town 1-0 Southend United | Sky Bet League Two |
| 8 | Sat 6 Mar 2021 | 23-2 v Port ValeCheltenham Town 3-2 Port Vale | Sky Bet League Two |
| 9 | Tue 9 Mar 2021 | 21-3 v Mansfield TownMansfield Town 3-1 Cheltenham Town | Sky Bet League Two |
| 10 | Sat 13 Mar 2021 | 21-0 v Exeter CityExeter City 0-1 Cheltenham Town | Sky Bet League Two |
| 11 | Tue 16 Mar 2021 | 20-2 v BarrowCheltenham Town 0-2 Barrow | Sky Bet League Two |
| 12 | Sat 20 Mar 2021 | 22-0 v Salford CityCheltenham Town 2-0 Salford City | Sky Bet League Two |
| 13 | Sat 27 Mar 2021 | 20-1 v MorecambeMorecambe 1-0 Cheltenham Town | Sky Bet League Two |
| 14 | Fri 2 Apr 2021 | 24-0 v Tranmere RoversCheltenham Town 4-0 Tranmere Rovers | Sky Bet League Two |
| 15 | Mon 5 Apr 2021 | 21-1 v Grimsby TownGrimsby Town 1-1 Cheltenham Town | Sky Bet League Two |
| 16 | Sat 10 Apr 2021 | 21-0 v Leyton OrientCheltenham Town 1-0 Leyton Orient | Sky Bet League Two |
| 17 | Fri 16 Apr 2021 | 20-1 v Crawley TownCrawley Town 1-0 Cheltenham Town | Sky Bet League Two |
| 18 | Tue 20 Apr 2021 | 21-0 v StevenageStevenage 0-1 Cheltenham Town | Sky Bet League Two |
| 19 | Sat 24 Apr 2021 | 2 1-0 v Colchester UnitedCheltenham Town 1-0 Colchester United | Sky Bet League Two |
| 20 | Tue 27 Apr 2021 | 21-1 v Carlisle UnitedCheltenham Town 1-1 Carlisle United | Sky Bet League Two |
| 21 | Sat 1 May 2021 | 2 0-1 v Newport CountyNewport County 1-0 Cheltenham Town | Sky Bet League Two |
| 22 | Sat 8 May 2021 | 24-1 v Harrogate TownCheltenham Town 4-1 Harrogate Town | Sky Bet League Two |
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