| 1 | Tue 6 Oct 2020 | 272-0 v Plymouth ArgyleCheltenham Town 2-0 Plymouth Argyle | Papa John’s Trophy Group 9 |
| 2 | Sat 10 Oct 2020 | 272-0 v Crawley TownCheltenham Town 2-0 Crawley Town | Sky Bet League Two |
| 3 | Tue 20 Oct 2020 | 271-0 v Scunthorpe UnitedCheltenham Town 1-0 Scunthorpe United | Sky Bet League Two |
| 4 | Sat 24 Oct 2020 | 270-0 v Mansfield TownCheltenham Town 0-0 Mansfield Town | Sky Bet League Two |
| 5 | Tue 27 Oct 2020 | 271-2 v Port ValePort Vale 2-1 Cheltenham Town | Sky Bet League Two |
| 6 | Tue 1 Dec 2020 | 272-1 v Bradford CityBradford City 1-2 Cheltenham Town | Sky Bet League Two |
| 7 | Sat 5 Dec 2020 | 275-3 v Exeter CityCheltenham Town 5-3 Exeter City | Sky Bet League Two |
| 8 | Tue 8 Dec 2020 | 270-3 v PortsmouthCheltenham Town 0-3 Portsmouth | Papa John’s Trophy Second Round |
| 9 | Sat 12 Dec 2020 | 270-0 v Salford CitySalford City 0-0 Cheltenham Town | Sky Bet League Two |
| 10 | Tue 15 Dec 2020 | 27 0-1 v Bolton WanderersCheltenham Town 0-1 Bolton Wanderers | Sky Bet League Two |
| 11 | Sat 19 Dec 2020 | 270-3 v BarrowBarrow 3-0 Cheltenham Town | Sky Bet League Two |
| 12 | Tue 29 Dec 2020 | 270-0 v Colchester UnitedColchester United 0-0 Cheltenham Town | Sky Bet League Two |
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