| 1 | Sat 9 Aug | 30-2 v ChesterfieldCheltenham Town 0-2 Chesterfield | Sky Bet League Two |
| 2 | Wed 13 Aug | 32-0 v Exeter CityCheltenham Town 2-0 Exeter City | Carabao Cup First Round |
| 3 | Sat 16 Aug | 30-5 v Milton Keynes DonsMilton Keynes Dons 5-0 Cheltenham Town | Sky Bet League Two |
| 4 | Sat 23 Aug | 30-1 v BarnetCheltenham Town 0-1 Barnet | Sky Bet League Two |
| 5 | Tue 26 Aug | 30-3 v Cardiff CityCardiff City 3-0 Cheltenham Town | Carabao Cup Second Round |
| 6 | Tue 2 Sep | 30-2 v Plymouth ArgylePlymouth Argyle 2-0 Cheltenham Town | EFL Trophy Southern Group B |
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