| 1 | Sat 5 Aug 2023 | 100-1 v Shrewsbury TownShrewsbury Town 1-0 Cheltenham Town | Sky Bet League One |
| 2 | Tue 15 Aug 2023 | 100-1 v ReadingReading 1-0 Cheltenham Town | Sky Bet League One |
| 3 | Sat 19 Aug 2023 | 100-0 v PortsmouthPortsmouth 0-0 Cheltenham Town | Sky Bet League One |
| 4 | Sat 26 Aug 2023 | 100-1 v Northampton TownCheltenham Town 0-1 Northampton Town | Sky Bet League One |
| 5 | Sat 2 Sep 2023 | 100-2 v BarnsleyCheltenham Town 0-2 Barnsley | Sky Bet League One |
| 6 | Tue 5 Sep 2023 | 101-4 v Bristol RoversBristol Rovers 4-1 Cheltenham Town | EFL Trophy |
| 7 | Sat 16 Sep 2023 | 100-1 v Exeter CityExeter City 1-0 Cheltenham Town | Sky Bet League One |
| 8 | Tue 19 Sep 2023 | 100-3 v Peterborough UnitedPeterborough United 3-0 Cheltenham Town | Sky Bet League One |
| 9 | Sat 23 Sep 2023 | 10 0-3 v StevenageCheltenham Town 0-3 Stevenage | Sky Bet League One |
| 10 | Sat 30 Sep 2023 | 100-2 v Lincoln CityLincoln City 2-0 Cheltenham Town | Sky Bet League One |
| 11 | Tue 3 Oct 2023 | 100-2 v Fleetwood TownCheltenham Town 0-2 Fleetwood Town | Sky Bet League One |
| 12 | Sat 7 Oct 2023 | 101-1 v Derby CountyCheltenham Town 1-1 Derby County | Sky Bet League One |
| 13 | Tue 10 Oct 2023 | 100-2 v Newport CountyCheltenham Town 0-2 Newport County | EFL Trophy |
| 14 | Sat 4 Nov 2023 | 101-5 v AFC WimbledonAFC Wimbledon 5-1 Cheltenham Town | Emirates FA Cup First Round |
| 15 | Sat 11 Nov 2023 | 101-1 v Wigan AthleticCheltenham Town 1-1 Wigan Athletic | Sky Bet League One |
| 16 | Sat 25 Nov 2023 | 102-0 v Oxford UnitedCheltenham Town 2-0 Oxford United | Sky Bet League One |
| 17 | Tue 28 Nov 2023 | 101-2 v Charlton AthleticCharlton Athletic 2-1 Cheltenham Town | Sky Bet League One |
| 18 | Sat 9 Dec 2023 | 101-1 v Bristol RoversBristol Rovers 1-1 Cheltenham Town | Sky Bet League One |
| 19 | Sat 23 Dec 2023 | 101-0 v Carlisle UnitedCarlisle United 0-1 Cheltenham Town | Sky Bet League One |
| 20 | Fri 29 Dec 2023 | 102-2 v ReadingCheltenham Town 2-2 Reading | Sky Bet League One |
| 21 | Mon 1 Jan 2024 | 100-1 v Northampton TownNorthampton Town 1-0 Cheltenham Town | Sky Bet League One |
| 22 | Sat 6 Jan 2024 | 102-1 v PortsmouthCheltenham Town 2-1 Portsmouth | Sky Bet League One |
| 23 | Tue 23 Jan 2024 | 100-1 v Bolton WanderersBolton Wanderers 1-0 Cheltenham Town | Sky Bet League One |
| 24 | Sat 27 Jan 2024 | 101-2 v Derby CountyDerby County 2-1 Cheltenham Town | Sky Bet League One |
| 25 | Sat 3 Feb 2024 | 101-3 v Wycombe WanderersCheltenham Town 1-3 Wycombe Wanderers | Sky Bet League One |
| 26 | Tue 13 Feb 2024 | 102-0 v BlackpoolCheltenham Town 2-0 Blackpool | Sky Bet League One |
| 27 | Sat 17 Feb 2024 | 103-2 v Port ValeCheltenham Town 3-2 Port Vale | Sky Bet League One |
| 28 | Tue 5 Mar 2024 | 101-3 v Charlton AthleticCheltenham Town 1-3 Charlton Athletic | Sky Bet League One |
| 29 | Sat 9 Mar 2024 | 101-2 v Oxford UnitedOxford United 2-1 Cheltenham Town | Sky Bet League One |
| 30 | Sat 16 Mar 2024 | 100-0 v BarnsleyBarnsley 0-0 Cheltenham Town | Sky Bet League One |
| 31 | Fri 29 Mar 2024 | 102-1 v Fleetwood TownFleetwood Town 1-2 Cheltenham Town | Sky Bet League One |
| 32 | Mon 1 Apr 2024 | 101-2 v Exeter CityCheltenham Town 1-2 Exeter City | Sky Bet League One |
| 33 | Sat 6 Apr 2024 | 101-3 v Leyton OrientLeyton Orient 3-1 Cheltenham Town | Sky Bet League One |
| 34 | Tue 9 Apr 2024 | 100-1 v Carlisle UnitedCheltenham Town 0-1 Carlisle United | Sky Bet League One |
| 35 | Sat 13 Apr 2024 | 101-3 v Bristol RoversCheltenham Town 1-3 Bristol Rovers | Sky Bet League One |
| 36 | Tue 16 Apr 2024 | 102-1 v Burton AlbionBurton Albion 1-2 Cheltenham Town | Sky Bet League One |
| 37 | Sat 27 Apr 2024 | 101-2 v StevenageStevenage 2-1 Cheltenham Town | Sky Bet League One |
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