| 1 | Tue 5 Sep | 961-4 v Bristol RoversBristol Rovers 4-1 Cheltenham Town | EFL Trophy |
| 2 | Sat 16 Sep | 320-1 v Exeter CityExeter City 1-0 Cheltenham Town | Sky Bet League One |
| 3 | Tue 19 Sep | 320-3 v Peterborough UnitedPeterborough United 3-0 Cheltenham Town | Sky Bet League One |
| 4 | Sat 23 Sep | 320-3 v StevenageCheltenham Town 0-3 Stevenage | Sky Bet League One |
| 5 | Sat 30 Sep | 320-2 v Lincoln CityLincoln City 2-0 Cheltenham Town | Sky Bet League One |
| 6 | Tue 3 Oct | 320-2 v Fleetwood TownCheltenham Town 0-2 Fleetwood Town | Sky Bet League One |
| 7 | Sat 7 Oct | 321-1 v Derby CountyCheltenham Town 1-1 Derby County | Sky Bet League One |
| 8 | Tue 10 Oct | 320-2 v Newport CountyCheltenham Town 0-2 Newport County | EFL Trophy |
| 9 | Tue 24 Oct | 322-3 v BlackpoolBlackpool 3-2 Cheltenham Town | Sky Bet League One |
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