| 1 | 7/8/2021 | 21-1 v Crewe AlexandraCrewe Alexandra 1-1 Cheltenham Town | Sky Bet League One |
| 2 | 10/8/2021 | 22-0 v Bristol RoversBristol Rovers 0-2 Cheltenham Town | Carabao Cup First Round |
| 3 | 14/8/2021 | 21-3 v Wycombe WanderersCheltenham Town 1-3 Wycombe Wanderers | Sky Bet League One |
| 4 | 17/8/2021 | 22-1 v Ipswich TownCheltenham Town 2-1 Ipswich Town | Sky Bet League One |
| 5 | 21/8/2021 | 22-3 v Fleetwood TownFleetwood Town 3-2 Cheltenham Town | Sky Bet League One |
| 6 | 24/8/2021 | 21-1 v GillinghamGillingham 1-1 Cheltenham Town | Carabao Cup Second Round |
| 7 | 27/8/2021 | 21-1 v Burton AlbionBurton Albion 1-1 Cheltenham Town | Sky Bet League One |
| 8 | 4/9/2021 | 21-1 v Milton Keynes DonsCheltenham Town 1-1 Milton Keynes Dons | Sky Bet League One |
| 9 | 11/9/2021 | 2 2-1 v Charlton AthleticCharlton Athletic 1-2 Cheltenham Town | Sky Bet League One |
| 10 | 18/9/2021 | 21-0 v Oxford UnitedCheltenham Town 1-0 Oxford United | Sky Bet League One |
| 11 | 21/9/2021 | 21-4 v Preston North EndPreston North End 4-1 Cheltenham Town | Carabao Cup Third Round |
| 12 | 25/9/2021 | 20-2 v Wigan AthleticWigan Athletic 2-0 Cheltenham Town | Sky Bet League One |
| 13 | 28/9/2021 | 20-5 v SunderlandSunderland 5-0 Cheltenham Town | Sky Bet League One |
| 14 | 2/10/2021 | 20-2 v Rotherham UnitedCheltenham Town 0-2 Rotherham United | Sky Bet League One |
| 15 | 16/10/2021 | 21-0 v Accrington StanleyCheltenham Town 1-0 Accrington Stanley | Sky Bet League One |
| 16 | 19/10/2021 | 23-1 v MorecambeCheltenham Town 3-1 Morecambe | Sky Bet League One |
| 17 | 23/10/2021 | 22-3 v Doncaster RoversDoncaster Rovers 3-2 Cheltenham Town | Sky Bet League One |
| 18 | 30/10/2021 | 22-2 v Sheffield WednesdayCheltenham Town 2-2 Sheffield Wednesday | Sky Bet League One |
| 19 | 2/11/2021 | 21-1 v PortsmouthPortsmouth 1-1 Cheltenham Town | Sky Bet League One |
| 20 | 6/11/2021 | 2 1-1 v GillinghamGillingham 1-1 Cheltenham Town | Emirates FA Cup First Round |
| 21 | 16/11/2021 | 21-0 v GillinghamCheltenham Town 1-0 Gillingham | Emirates FA Cup |
| 22 | 20/11/2021 | 22-1 v Shrewsbury TownCheltenham Town 2-1 Shrewsbury Town | Sky Bet League One |
| 23 | 23/11/2021 | 22-0 v GillinghamGillingham 0-2 Cheltenham Town | Sky Bet League One |
| 24 | 27/11/2021 | 22-2 v Bolton WanderersBolton Wanderers 2-2 Cheltenham Town | Sky Bet League One |
| 25 | 4/12/2021 | 23-4 v AFC WimbledonAFC Wimbledon 4-3 Cheltenham Town | Emirates FA Cup Second Round |
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