| 1 | Sat 5 Sep 2020 | 81-0 v Peterborough UnitedPeterborough United 0-1 Cheltenham Town | Carabao Cup First Round South |
| 2 | Tue 15 Sep 2020 | 81-3 v MillwallMillwall 3-1 Cheltenham Town | Carabao Cup Second Round |
| 3 | Sat 3 Oct 2020 | 82-0 v Leyton OrientLeyton Orient 0-2 Cheltenham Town | Sky Bet League Two |
| 4 | Tue 6 Oct 2020 | 82-0 v Plymouth ArgyleCheltenham Town 2-0 Plymouth Argyle | Papa John’s Trophy Group 9 |
| 5 | Sat 17 Oct 2020 | 82-0 v Southend UnitedSouthend United 0-2 Cheltenham Town | Sky Bet League Two |
| 6 | Tue 20 Oct 2020 | 81-0 v Scunthorpe UnitedCheltenham Town 1-0 Scunthorpe United | Sky Bet League Two |
| 7 | Sat 24 Oct 2020 | 80-0 v Mansfield TownCheltenham Town 0-0 Mansfield Town | Sky Bet League Two |
| 8 | Tue 27 Oct 2020 | 81-2 v Port ValePort Vale 2-1 Cheltenham Town | Sky Bet League Two |
| 9 | Sat 31 Oct 2020 | 8 2-1 v Forest Green RoversCheltenham Town 2-1 Forest Green Rovers | Sky Bet League Two |
| 10 | Tue 3 Nov 2020 | 8 1-2 v Oldham AthleticOldham Athletic 2-1 Cheltenham Town | Sky Bet League Two |
| 11 | Tue 1 Dec 2020 | 82-1 v Bradford CityBradford City 1-2 Cheltenham Town | Sky Bet League Two |
| 12 | Sat 5 Dec 2020 | 85-3 v Exeter CityCheltenham Town 5-3 Exeter City | Sky Bet League Two |
| 13 | Sat 19 Dec 2020 | 8 0-3 v BarrowBarrow 3-0 Cheltenham Town | Sky Bet League Two |
| 14 | Sat 26 Dec 2020 | 81-1 v StevenageCheltenham Town 1-1 Stevenage | Sky Bet League Two |
| 15 | Tue 29 Dec 2020 | 8 0-0 v Colchester UnitedColchester United 0-0 Cheltenham Town | Sky Bet League Two |
| 16 | Sun 10 Jan 2021 | 82-1 v Mansfield TownCheltenham Town 2-1 Mansfield Town | Emirates FA Cup Third Round |
| 17 | Tue 19 Jan 2021 | 81-1 v Newport CountyCheltenham Town 1-1 Newport County | Sky Bet League Two |
| 18 | Sat 23 Jan 2021 | 81-3 v Manchester CityCheltenham Town 1-3 Manchester City | Emirates FA Cup Fourth Round |
| 19 | Tue 26 Jan 2021 | 82-0 v Oldham AthleticCheltenham Town 2-0 Oldham Athletic | Sky Bet League Two |
| 20 | Sat 30 Jan 2021 | 8 0-0 v Forest Green RoversForest Green Rovers 0-0 Cheltenham Town | Sky Bet League Two |
| 21 | Tue 9 Feb 2021 | 81-0 v Harrogate TownHarrogate Town 0-1 Cheltenham Town | Sky Bet League Two |
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