| 1 | Sat 5 Aug | 40-1 v Shrewsbury TownShrewsbury Town 1-0 Cheltenham Town | Sky Bet League One |
| 2 | Tue 5 Sep | 41-4 v Bristol RoversBristol Rovers 4-1 Cheltenham Town | EFL Trophy |
| 3 | Sat 7 Oct | 4 1-1 v Derby CountyCheltenham Town 1-1 Derby County | Sky Bet League One |
| 4 | Tue 10 Oct | 40-2 v Newport CountyCheltenham Town 0-2 Newport County | EFL Trophy |
| 5 | Sat 21 Oct | 41-0 v Cambridge UnitedCheltenham Town 1-0 Cambridge United | Sky Bet League One |
| 6 | Tue 24 Oct | 42-3 v BlackpoolBlackpool 3-2 Cheltenham Town | Sky Bet League One |
| 7 | Sat 28 Oct | 42-1 v Port ValePort Vale 1-2 Cheltenham Town | Sky Bet League One |
| 8 | Sat 23 Dec | 41-0 v Carlisle UnitedCarlisle United 0-1 Cheltenham Town | Sky Bet League One |
| 9 | Tue 26 Dec | 42-0 v Shrewsbury TownCheltenham Town 2-0 Shrewsbury Town | Sky Bet League One |
| 10 | Fri 29 Dec | 42-2 v ReadingCheltenham Town 2-2 Reading | Sky Bet League One |
| 11 | Mon 1 Jan | 40-1 v Northampton TownNorthampton Town 1-0 Cheltenham Town | Sky Bet League One |
| 12 | Sat 6 Jan | 4 2-1 v PortsmouthCheltenham Town 2-1 Portsmouth | Sky Bet League One |
| 13 | Tue 23 Jan | 4 0-1 v Bolton WanderersBolton Wanderers 1-0 Cheltenham Town | Sky Bet League One |
| 14 | Fri 23 Feb | 41-1 v Wigan AthleticWigan Athletic 1-1 Cheltenham Town | Sky Bet League One |
| 15 | Sat 2 Mar | 40-0 v Burton AlbionCheltenham Town 0-0 Burton Albion | Sky Bet League One |
| 16 | Tue 5 Mar | 41-3 v Charlton AthleticCheltenham Town 1-3 Charlton Athletic | Sky Bet League One |
| 17 | Sat 9 Mar | 41-2 v Oxford UnitedOxford United 2-1 Cheltenham Town | Sky Bet League One |
| 18 | Sat 16 Mar | 40-0 v BarnsleyBarnsley 0-0 Cheltenham Town | Sky Bet League One |
| 19 | Fri 29 Mar | 42-1 v Fleetwood TownFleetwood Town 1-2 Cheltenham Town | Sky Bet League One |
| 20 | Tue 9 Apr | 40-1 v Carlisle UnitedCheltenham Town 0-1 Carlisle United | Sky Bet League One |
| 21 | Tue 16 Apr | 42-1 v Burton AlbionBurton Albion 1-2 Cheltenham Town | Sky Bet League One |
| 22 | Sat 20 Apr | 41-2 v Lincoln CityCheltenham Town 1-2 Lincoln City | Sky Bet League One |
| 23 | Tue 23 Apr | 42-0 v Peterborough UnitedCheltenham Town 2-0 Peterborough United | Sky Bet League One |
| 24 | Sat 27 Apr | 41-2 v StevenageStevenage 2-1 Cheltenham Town | Sky Bet League One |
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