| 1 | Sat 4 Oct | 262-0 v Fleetwood TownCheltenham Town 2-0 Fleetwood Town | Sky Bet League Two |
| 2 | Sat 11 Oct | 261-1 v GillinghamGillingham 1-1 Cheltenham Town | Sky Bet League Two |
| 3 | Sat 18 Oct | 262-0 v Newport CountyNewport County 0-2 Cheltenham Town | Sky Bet League Two |
| 4 | Sat 25 Oct | 261-0 v WalsallCheltenham Town 1-0 Walsall | Sky Bet League Two |
| 5 | Sat 1 Nov | 261-0 v Bradford CityCheltenham Town 1-0 Bradford City | Emirates FA Cup First Round |
| 6 | Mon 10 Nov | 261-2 v Notts CountyCheltenham Town 1-2 Notts County | Sky Bet League Two |
| 7 | Sat 15 Nov | 262-3 v Tranmere RoversTranmere Rovers 3-2 Cheltenham Town | Sky Bet League Two |
| 8 | Sat 22 Nov | 261-0 v Bristol RoversCheltenham Town 1-0 Bristol Rovers | Sky Bet League Two |
| 9 | Sat 29 Nov | 26 0-2 v Colchester UnitedColchester United 2-0 Cheltenham Town | Sky Bet League Two |
| 10 | Sat 6 Dec | 266-2 v BuxtonCheltenham Town 6-2 Buxton | Emirates FA Cup Second Round |
| 11 | Tue 9 Dec | 261-0 v Swindon TownSwindon Town 0-1 Cheltenham Town | Sky Bet League Two |
| 12 | Sat 13 Dec | 261-1 v Harrogate TownCheltenham Town 1-1 Harrogate Town | Sky Bet League Two |
| 13 | Fri 19 Dec | 262-1 v BarrowBarrow 1-2 Cheltenham Town | Sky Bet League Two |
| 14 | Fri 26 Dec | 263-1 v Shrewsbury TownCheltenham Town 3-1 Shrewsbury Town | Sky Bet League Two |
| 15 | Mon 29 Dec | 260-2 v Swindon TownCheltenham Town 0-2 Swindon Town | Sky Bet League Two |
| 16 | Thu 1 Jan | 261-4 v Crewe AlexandraCrewe Alexandra 4-1 Cheltenham Town | Sky Bet League Two |
| 17 | Sun 4 Jan | 263-0 v Crawley TownCheltenham Town 3-0 Crawley Town | Sky Bet League Two |
| 18 | Sat 10 Jan | 260-2 v Leicester CityCheltenham Town 0-2 Leicester City | Emirates FA Cup Third Round |
| 19 | Sat 17 Jan | 261-2 v Oldham AthleticOldham Athletic 2-1 Cheltenham Town | Sky Bet League Two |
| 20 | Sat 24 Jan | 26 0-2 v Grimsby TownCheltenham Town 0-2 Grimsby Town | Sky Bet League Two |
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