| 1 | Sat 5 Aug | 20-1 v Shrewsbury TownShrewsbury Town 1-0 Cheltenham Town | Sky Bet League One |
| 2 | Tue 15 Aug | 2 0-1 v ReadingReading 1-0 Cheltenham Town | Sky Bet League One |
| 3 | Sat 19 Aug | 20-0 v PortsmouthPortsmouth 0-0 Cheltenham Town | Sky Bet League One |
| 4 | Sat 26 Aug | 20-1 v Northampton TownCheltenham Town 0-1 Northampton Town | Sky Bet League One |
| 5 | Sat 2 Sep | 20-2 v BarnsleyCheltenham Town 0-2 Barnsley | Sky Bet League One |
| 6 | Tue 5 Sep | 21-4 v Bristol RoversBristol Rovers 4-1 Cheltenham Town | EFL Trophy |
| 7 | Sat 16 Sep | 20-1 v Exeter CityExeter City 1-0 Cheltenham Town | Sky Bet League One |
| 8 | Sat 23 Sep | 20-3 v StevenageCheltenham Town 0-3 Stevenage | Sky Bet League One |
| 9 | Sat 30 Sep | 20-2 v Lincoln CityLincoln City 2-0 Cheltenham Town | Sky Bet League One |
| 10 | Tue 3 Oct | 20-2 v Fleetwood TownCheltenham Town 0-2 Fleetwood Town | Sky Bet League One |
| 11 | Sat 7 Oct | 21-1 v Derby CountyCheltenham Town 1-1 Derby County | Sky Bet League One |
| 12 | Sat 21 Oct | 21-0 v Cambridge UnitedCheltenham Town 1-0 Cambridge United | Sky Bet League One |
| 13 | Tue 24 Oct | 2 2-3 v BlackpoolBlackpool 3-2 Cheltenham Town | Sky Bet League One |
| 14 | Sat 28 Oct | 22-1 v Port ValePort Vale 1-2 Cheltenham Town | Sky Bet League One |
| 15 | Sat 4 Nov | 21-5 v AFC WimbledonAFC Wimbledon 5-1 Cheltenham Town | Emirates FA Cup First Round |
| 16 | Sat 11 Nov | 21-1 v Wigan AthleticCheltenham Town 1-1 Wigan Athletic | Sky Bet League One |
| 17 | Sat 25 Nov | 22-0 v Oxford UnitedCheltenham Town 2-0 Oxford United | Sky Bet League One |
| 18 | Tue 28 Nov | 2 1-2 v Charlton AthleticCharlton Athletic 2-1 Cheltenham Town | Sky Bet League One |
| 19 | Sat 9 Dec | 21-1 v Bristol RoversBristol Rovers 1-1 Cheltenham Town | Sky Bet League One |
| 20 | Sat 16 Dec | 21-2 v Leyton OrientCheltenham Town 1-2 Leyton Orient | Sky Bet League One |
| 21 | Sat 23 Dec | 2 1-0 v Carlisle UnitedCarlisle United 0-1 Cheltenham Town | Sky Bet League One |
| 22 | Tue 26 Dec | 22-0 v Shrewsbury TownCheltenham Town 2-0 Shrewsbury Town | Sky Bet League One |
| 23 | Fri 29 Dec | 22-2 v ReadingCheltenham Town 2-2 Reading | Sky Bet League One |
| 24 | Mon 1 Jan | 2 0-1 v Northampton TownNorthampton Town 1-0 Cheltenham Town | Sky Bet League One |
| 25 | Sat 6 Jan | 2 2-1 v PortsmouthCheltenham Town 2-1 Portsmouth | Sky Bet League One |
| 26 | Tue 23 Jan | 20-1 v Bolton WanderersBolton Wanderers 1-0 Cheltenham Town | Sky Bet League One |
| 27 | Sat 27 Jan | 2 1-2 v Derby CountyDerby County 2-1 Cheltenham Town | Sky Bet League One |
| 28 | Sat 3 Feb | 21-3 v Wycombe WanderersCheltenham Town 1-3 Wycombe Wanderers | Sky Bet League One |
| 29 | Sat 10 Feb | 21-0 v Cambridge UnitedCambridge United 0-1 Cheltenham Town | Sky Bet League One |
| 30 | Tue 13 Feb | 22-0 v BlackpoolCheltenham Town 2-0 Blackpool | Sky Bet League One |
| 31 | Sat 17 Feb | 23-2 v Port ValeCheltenham Town 3-2 Port Vale | Sky Bet League One |
| 32 | Fri 23 Feb | 21-1 v Wigan AthleticWigan Athletic 1-1 Cheltenham Town | Sky Bet League One |
| 33 | Tue 27 Feb | 20-2 v Wycombe WanderersWycombe Wanderers 2-0 Cheltenham Town | Sky Bet League One |
| 34 | Sat 2 Mar | 20-0 v Burton AlbionCheltenham Town 0-0 Burton Albion | Sky Bet League One |
| 35 | Tue 5 Mar | 21-3 v Charlton AthleticCheltenham Town 1-3 Charlton Athletic | Sky Bet League One |
| 36 | Sat 9 Mar | 21-2 v Oxford UnitedOxford United 2-1 Cheltenham Town | Sky Bet League One |
| 37 | Sat 16 Mar | 20-0 v BarnsleyBarnsley 0-0 Cheltenham Town | Sky Bet League One |
| 38 | Fri 29 Mar | 22-1 v Fleetwood TownFleetwood Town 1-2 Cheltenham Town | Sky Bet League One |
| 39 | Mon 1 Apr | 2 1-2 v Exeter CityCheltenham Town 1-2 Exeter City | Sky Bet League One |
| 40 | Sat 6 Apr | 21-3 v Leyton OrientLeyton Orient 3-1 Cheltenham Town | Sky Bet League One |
| 41 | Tue 9 Apr | 20-1 v Carlisle UnitedCheltenham Town 0-1 Carlisle United | Sky Bet League One |
| 42 | Sat 13 Apr | 21-3 v Bristol RoversCheltenham Town 1-3 Bristol Rovers | Sky Bet League One |
| 43 | Tue 16 Apr | 22-1 v Burton AlbionBurton Albion 1-2 Cheltenham Town | Sky Bet League One |
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