| 1 | Sat 16 Aug | 160-5 v Milton Keynes DonsMilton Keynes Dons 5-0 Cheltenham Town | Sky Bet League Two |
| 2 | Tue 19 Aug | 161-2 v BromleyCheltenham Town 1-2 Bromley | Sky Bet League Two |
| 3 | Sat 23 Aug | 160-1 v BarnetCheltenham Town 0-1 Barnet | Sky Bet League Two |
| 4 | Tue 26 Aug | 160-3 v Cardiff CityCardiff City 3-0 Cheltenham Town | Carabao Cup Second Round |
| 5 | Fri 29 Aug | 161-1 v Salford CitySalford City 1-1 Cheltenham Town | Sky Bet League Two |
| 6 | Tue 2 Sep | 160-2 v Plymouth ArgylePlymouth Argyle 2-0 Cheltenham Town | EFL Trophy Southern Group B |
| 7 | Sat 6 Sep | 161-0 v Accrington StanleyCheltenham Town 1-0 Accrington Stanley | Sky Bet League Two |
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