| 1 | Sat 5 Aug | 30-1 v Shrewsbury TownShrewsbury Town 1-0 Cheltenham Town | Sky Bet League One |
| 2 | Tue 15 Aug | 30-1 v ReadingReading 1-0 Cheltenham Town | Sky Bet League One |
| 3 | Sat 19 Aug | 30-0 v PortsmouthPortsmouth 0-0 Cheltenham Town | Sky Bet League One |
| 4 | Sat 26 Aug | 30-1 v Northampton TownCheltenham Town 0-1 Northampton Town | Sky Bet League One |
| 5 | Sat 2 Sep | 3 0-2 v BarnsleyCheltenham Town 0-2 Barnsley | Sky Bet League One |
| 6 | Tue 5 Sep | 31-4 v Bristol RoversBristol Rovers 4-1 Cheltenham Town | EFL Trophy |
| 7 | Sat 16 Sep | 3 0-1 v Exeter CityExeter City 1-0 Cheltenham Town | Sky Bet League One |
| 8 | Tue 19 Sep | 30-3 v Peterborough UnitedPeterborough United 3-0 Cheltenham Town | Sky Bet League One |
| 9 | Sat 23 Sep | 30-3 v StevenageCheltenham Town 0-3 Stevenage | Sky Bet League One |
| 10 | Sat 30 Sep | 30-2 v Lincoln CityLincoln City 2-0 Cheltenham Town | Sky Bet League One |
| 11 | Tue 3 Oct | 30-2 v Fleetwood TownCheltenham Town 0-2 Fleetwood Town | Sky Bet League One |
| 12 | Tue 10 Oct | 30-2 v Newport CountyCheltenham Town 0-2 Newport County | EFL Trophy |
| 13 | Sat 21 Oct | 3 1-0 v Cambridge UnitedCheltenham Town 1-0 Cambridge United | Sky Bet League One |
| 14 | Tue 24 Oct | 32-3 v BlackpoolBlackpool 3-2 Cheltenham Town | Sky Bet League One |
| 15 | Sat 28 Oct | 3 2-1 v Port ValePort Vale 1-2 Cheltenham Town | Sky Bet League One |
| 16 | Sat 11 Nov | 31-1 v Wigan AthleticCheltenham Town 1-1 Wigan Athletic | Sky Bet League One |
| 17 | Sat 25 Nov | 3 2-0 v Oxford UnitedCheltenham Town 2-0 Oxford United | Sky Bet League One |
| 18 | Sat 9 Dec | 31-1 v Bristol RoversBristol Rovers 1-1 Cheltenham Town | Sky Bet League One |
| 19 | Sat 16 Dec | 3 1-2 v Leyton OrientCheltenham Town 1-2 Leyton Orient | Sky Bet League One |
| 20 | Tue 26 Dec | 32-0 v Shrewsbury TownCheltenham Town 2-0 Shrewsbury Town | Sky Bet League One |
| 21 | Fri 29 Dec | 32-2 v ReadingCheltenham Town 2-2 Reading | Sky Bet League One |
| 22 | Mon 1 Jan | 30-1 v Northampton TownNorthampton Town 1-0 Cheltenham Town | Sky Bet League One |
| 23 | Sat 6 Jan | 32-1 v PortsmouthCheltenham Town 2-1 Portsmouth | Sky Bet League One |
| 24 | Tue 27 Feb | 30-2 v Wycombe WanderersWycombe Wanderers 2-0 Cheltenham Town | Sky Bet League One |
| 25 | Mon 1 Apr | 31-2 v Exeter CityCheltenham Town 1-2 Exeter City | Sky Bet League One |
| 26 | Tue 9 Apr | 30-1 v Carlisle UnitedCheltenham Town 0-1 Carlisle United | Sky Bet League One |
| 27 | Tue 16 Apr | 32-1 v Burton AlbionBurton Albion 1-2 Cheltenham Town | Sky Bet League One |
| 28 | Sat 20 Apr | 31-2 v Lincoln CityCheltenham Town 1-2 Lincoln City | Sky Bet League One |
| 29 | Tue 23 Apr | 32-0 v Peterborough UnitedCheltenham Town 2-0 Peterborough United | Sky Bet League One |
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