| 1 | Sat 7 Aug 2021 | 31-1 v Crewe AlexandraCrewe Alexandra 1-1 Cheltenham Town | Sky Bet League One |
| 2 | Tue 10 Aug 2021 | 32-0 v Bristol RoversBristol Rovers 0-2 Cheltenham Town | Carabao Cup First Round |
| 3 | Sat 14 Aug 2021 | 3 1-3 v Wycombe WanderersCheltenham Town 1-3 Wycombe Wanderers | Sky Bet League One |
| 4 | Tue 17 Aug 2021 | 32-1 v Ipswich TownCheltenham Town 2-1 Ipswich Town | Sky Bet League One |
| 5 | Sat 21 Aug 2021 | 3 2-3 v Fleetwood TownFleetwood Town 3-2 Cheltenham Town | Sky Bet League One |
| 6 | Fri 27 Aug 2021 | 31-1 v Burton AlbionBurton Albion 1-1 Cheltenham Town | Sky Bet League One |
| 7 | Sat 4 Sep 2021 | 3 1-1 v Milton Keynes DonsCheltenham Town 1-1 Milton Keynes Dons | Sky Bet League One |
| 8 | Sat 11 Sep 2021 | 32-1 v Charlton AthleticCharlton Athletic 1-2 Cheltenham Town | Sky Bet League One |
| 9 | Sat 18 Sep 2021 | 31-0 v Oxford UnitedCheltenham Town 1-0 Oxford United | Sky Bet League One |
| 10 | Sat 25 Sep 2021 | 30-2 v Wigan AthleticWigan Athletic 2-0 Cheltenham Town | Sky Bet League One |
| 11 | Tue 28 Sep 2021 | 30-5 v SunderlandSunderland 5-0 Cheltenham Town | Sky Bet League One |
| 12 | Tue 5 Oct 2021 | 32-2 v Exeter CityCheltenham Town 2-2 Exeter City | Papa John’s Trophy |
| 13 | Sat 16 Oct 2021 | 31-0 v Accrington StanleyCheltenham Town 1-0 Accrington Stanley | Sky Bet League One |
| 14 | Tue 19 Oct 2021 | 33-1 v MorecambeCheltenham Town 3-1 Morecambe | Sky Bet League One |
| 15 | Sat 23 Oct 2021 | 32-3 v Doncaster RoversDoncaster Rovers 3-2 Cheltenham Town | Sky Bet League One |
| 16 | Sat 30 Oct 2021 | 32-2 v Sheffield WednesdayCheltenham Town 2-2 Sheffield Wednesday | Sky Bet League One |
| 17 | Tue 2 Nov 2021 | 3 1-1 v PortsmouthPortsmouth 1-1 Cheltenham Town | Sky Bet League One |
| 18 | Sat 6 Nov 2021 | 31-1 v GillinghamGillingham 1-1 Cheltenham Town | Emirates FA Cup First Round |
| 19 | Tue 16 Nov 2021 | 3 1-0 v GillinghamCheltenham Town 1-0 Gillingham | Emirates FA Cup First Round Replay |
| 20 | Sat 20 Nov 2021 | 32-1 v Shrewsbury TownCheltenham Town 2-1 Shrewsbury Town | Sky Bet League One |
| 21 | Tue 23 Nov 2021 | 32-0 v GillinghamGillingham 0-2 Cheltenham Town | Sky Bet League One |
| 22 | Sat 27 Nov 2021 | 32-2 v Bolton WanderersBolton Wanderers 2-2 Cheltenham Town | Sky Bet League One |
| 23 | Sat 4 Dec 2021 | 3 3-4 v AFC WimbledonAFC Wimbledon 4-3 Cheltenham Town | Emirates FA Cup Second Round |
| 24 | Tue 7 Dec 2021 | 30-5 v Cambridge UnitedCheltenham Town 0-5 Cambridge United | Sky Bet League One |
| 25 | Sat 11 Dec 2021 | 32-2 v Lincoln CityCheltenham Town 2-2 Lincoln City | Sky Bet League One |
| 26 | Sat 18 Dec 2021 | 3 1-3 v Shrewsbury TownShrewsbury Town 3-1 Cheltenham Town | Sky Bet League One |
| 27 | Sun 26 Dec 2021 | 30-2 v Plymouth ArgyleCheltenham Town 0-2 Plymouth Argyle | Sky Bet League One |
| 28 | Sat 8 Jan 2022 | 31-1 v Burton AlbionCheltenham Town 1-1 Burton Albion | Sky Bet League One |
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