| 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 |
| 8 | Sat 13 Sep | 160-2 v Crawley TownCrawley Town 2-0 Cheltenham Town | Sky Bet League Two |
| 9 | Sat 20 Sep | 160-3 v Oldham AthleticCheltenham Town 0-3 Oldham Athletic | Sky Bet League Two |
| 10 | Sat 4 Oct | 162-0 v Fleetwood TownCheltenham Town 2-0 Fleetwood Town | Sky Bet League Two |
| 11 | Sat 11 Oct | 16 1-1 v GillinghamGillingham 1-1 Cheltenham Town | Sky Bet League Two |
| 12 | Sat 25 Oct | 161-0 v WalsallCheltenham Town 1-0 Walsall | Sky Bet League Two |
| 13 | Mon 10 Nov | 161-2 v Notts CountyCheltenham Town 1-2 Notts County | Sky Bet League Two |
| 14 | Sat 15 Nov | 162-3 v Tranmere RoversTranmere Rovers 3-2 Cheltenham Town | Sky Bet League Two |
| 15 | Sat 22 Nov | 161-0 v Bristol RoversCheltenham Town 1-0 Bristol Rovers | Sky Bet League Two |
| 16 | Sat 29 Nov | 160-2 v Colchester UnitedColchester United 2-0 Cheltenham Town | Sky Bet League Two |
| 17 | Sat 6 Dec | 166-2 v BuxtonCheltenham Town 6-2 Buxton | Emirates FA Cup Second Round |
| 18 | Sat 13 Dec | 161-1 v Harrogate TownCheltenham Town 1-1 Harrogate Town | Sky Bet League Two |
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