| 1 | Tue 2 Sep | 240-2 v Plymouth ArgylePlymouth Argyle 2-0 Cheltenham Town | EFL Trophy Southern Group B |
| 2 | Sat 6 Sep | 241-0 v Accrington StanleyCheltenham Town 1-0 Accrington Stanley | Sky Bet League Two |
| 3 | Sat 13 Sep | 240-2 v Crawley TownCrawley Town 2-0 Cheltenham Town | Sky Bet League Two |
| 4 | Sat 27 Sep | 241-7 v Grimsby TownGrimsby Town 7-1 Cheltenham Town | Sky Bet League Two |
| 5 | Sat 4 Oct | 242-0 v Fleetwood TownCheltenham Town 2-0 Fleetwood Town | Sky Bet League Two |
| 6 | Sat 11 Oct | 241-1 v GillinghamGillingham 1-1 Cheltenham Town | Sky Bet League Two |
| 7 | Sat 18 Oct | 242-0 v Newport CountyNewport County 0-2 Cheltenham Town | Sky Bet League Two |
| 8 | Sat 25 Oct | 241-0 v WalsallCheltenham Town 1-0 Walsall | Sky Bet League Two |
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