| 1 | Sat 9 Aug 2014 | 61-0 v BuryBury 0-1 Cheltenham Town | Sky Bet League Two |
| 2 | Tue 12 Aug 2014 | 60-2 v Brighton & Hove AlbionBrighton & Hove Albion 2-0 Cheltenham Town | Capital One Cup First Round |
| 3 | Sat 16 Aug 2014 | 62-1 v Accrington StanleyCheltenham Town 2-1 Accrington Stanley | Sky Bet League Two |
| 4 | Tue 19 Aug 2014 | 60-0 v Carlisle UnitedCheltenham Town 0-0 Carlisle United | Sky Bet League Two |
| 5 | Sat 23 Aug 2014 | 63-2 v Tranmere RoversTranmere Rovers 2-3 Cheltenham Town | Sky Bet League Two |
| 6 | Sat 30 Aug 2014 | 61-0 v Hartlepool UnitedCheltenham Town 1-0 Hartlepool United | Sky Bet League Two |
| 7 | Sat 6 Sep 2014 | 60-0 v MorecambeMorecambe 0-0 Cheltenham Town | Sky Bet League Two |
| 8 | Sat 13 Sep 2014 | 60-1 v Luton TownLuton Town 1-0 Cheltenham Town | Sky Bet League Two |
| 9 | Tue 16 Sep 2014 | 60-1 v Southend UnitedCheltenham Town 0-1 Southend United | Sky Bet League Two |
| 10 | Sat 27 Sep 2014 | 60-1 v Burton AlbionBurton Albion 1-0 Cheltenham Town | Sky Bet League Two |
| 11 | Sat 4 Oct 2014 | 61-1 v AFC WimbledonCheltenham Town 1-1 AFC Wimbledon | Sky Bet League Two |
| 12 | Sat 11 Oct 2014 | 61-3 v Shrewsbury TownShrewsbury Town 3-1 Cheltenham Town | Sky Bet League Two |
| 13 | Sat 18 Oct 2014 | 63-2 v Northampton TownCheltenham Town 3-2 Northampton Town | Sky Bet League Two |
| 14 | Tue 21 Oct 2014 | 62-1 v Cambridge UnitedCambridge United 1-2 Cheltenham Town | Sky Bet League Two |
| 15 | Sat 25 Oct 2014 | 60-3 v Plymouth ArgylePlymouth Argyle 3-0 Cheltenham Town | Sky Bet League Two |
| 16 | Sat 1 Nov 2014 | 60-1 v York CityCheltenham Town 0-1 York City | Sky Bet League Two |
| 17 | Sat 8 Nov 2014 | 65-0 v Swindon TownCheltenham Town 5-0 Swindon Town | FA Cup First Round |
| 18 | Sat 15 Nov 2014 | 61-5 v StevenageStevenage 5-1 Cheltenham Town | Sky Bet League Two |
| 19 | Sat 22 Nov 2014 | 61-4 v Wycombe WanderersCheltenham Town 1-4 Wycombe Wanderers | Sky Bet League Two |
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