| 1 | Sat 10 Aug | 3 3-2 v Newport CountyCheltenham Town 3-2 Newport County | Sky Bet League Two |
| 2 | Wed 14 Aug | 30-3 v Plymouth ArgylePlymouth Argyle 3-0 Cheltenham Town | Carabao Cup First Round |
| 3 | Sat 17 Aug | 32-3 v Grimsby TownGrimsby Town 3-2 Cheltenham Town | Sky Bet League Two |
| 4 | Sat 24 Aug | 30-1 v AFC WimbledonCheltenham Town 0-1 AFC Wimbledon | Sky Bet League Two |
| 5 | Sat 31 Aug | 31-2 v WalsallWalsall 2-1 Cheltenham Town | Sky Bet League Two |
| 6 | Tue 3 Sep | 32-1 v Newport CountyNewport County 1-2 Cheltenham Town | EFL Trophy Southern Group H |
| 7 | Sat 7 Sep | 3 1-0 v Harrogate TownCheltenham Town 1-0 Harrogate Town | Sky Bet League Two |
| 8 | Sat 14 Sep | 31-2 v Salford CitySalford City 2-1 Cheltenham Town | Sky Bet League Two |
| 9 | Tue 1 Apr | 30-2 v MorecambeMorecambe 2-0 Cheltenham Town | Sky Bet League Two |
| 10 | Sat 5 Apr | 30-2 v Doncaster RoversCheltenham Town 0-2 Doncaster Rovers | Sky Bet League Two |
| 11 | Thu 10 Apr | 33-2 v Crewe AlexandraCrewe Alexandra 2-3 Cheltenham Town | Sky Bet League Two |
| 12 | Fri 18 Apr | 31-1 v GillinghamCheltenham Town 1-1 Gillingham | Sky Bet League Two |
| 13 | Mon 21 Apr | 3 2-1 v Notts CountyNotts County 1-2 Cheltenham Town | Sky Bet League Two |
| 14 | Sat 26 Apr | 33-2 v Carlisle UnitedCheltenham Town 3-2 Carlisle United | Sky Bet League Two |
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