| 1 | Sat 2 Sep 2023 | 5 0-2 v BarnsleyCheltenham Town 0-2 Barnsley | Sky Bet League One |
| 2 | Sat 16 Sep 2023 | 50-1 v Exeter CityExeter City 1-0 Cheltenham Town | Sky Bet League One |
| 3 | Tue 19 Sep 2023 | 50-3 v Peterborough UnitedPeterborough United 3-0 Cheltenham Town | Sky Bet League One |
| 4 | Sat 23 Sep 2023 | 50-3 v StevenageCheltenham Town 0-3 Stevenage | Sky Bet League One |
| 5 | Sat 30 Sep 2023 | 5 0-2 v Lincoln CityLincoln City 2-0 Cheltenham Town | Sky Bet League One |
| 6 | Tue 3 Oct 2023 | 50-2 v Fleetwood TownCheltenham Town 0-2 Fleetwood Town | Sky Bet League One |
| 7 | Sat 7 Oct 2023 | 51-1 v Derby CountyCheltenham Town 1-1 Derby County | Sky Bet League One |
| 8 | Tue 24 Oct 2023 | 52-3 v BlackpoolBlackpool 3-2 Cheltenham Town | Sky Bet League One |
| 9 | Sat 28 Oct 2023 | 52-1 v Port ValePort Vale 1-2 Cheltenham Town | Sky Bet League One |
| 10 | Sat 4 Nov 2023 | 51-5 v AFC WimbledonAFC Wimbledon 5-1 Cheltenham Town | Emirates FA Cup First Round |
| 11 | Sat 11 Nov 2023 | 51-1 v Wigan AthleticCheltenham Town 1-1 Wigan Athletic | Sky Bet League One |
| 12 | Sat 25 Nov 2023 | 5 2-0 v Oxford UnitedCheltenham Town 2-0 Oxford United | Sky Bet League One |
| 13 | Tue 28 Nov 2023 | 5 1-2 v Charlton AthleticCharlton Athletic 2-1 Cheltenham Town | Sky Bet League One |
| 14 | Sat 9 Dec 2023 | 51-1 v Bristol RoversBristol Rovers 1-1 Cheltenham Town | Sky Bet League One |
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