| 1 | Sat 9 Aug 2014 | 101-0 v BuryBury 0-1 Cheltenham Town | Sky Bet League Two |
| 2 | Tue 12 Aug 2014 | 80-2 v Brighton & Hove AlbionBrighton & Hove Albion 2-0 Cheltenham Town | Capital One Cup First Round |
| 3 | Sat 16 Aug 2014 | 102-1 v Accrington StanleyCheltenham Town 2-1 Accrington Stanley | Sky Bet League Two |
| 4 | Tue 19 Aug 2014 | 100-0 v Carlisle UnitedCheltenham Town 0-0 Carlisle United | Sky Bet League Two |
| 5 | Sat 23 Aug 2014 | 103-2 v Tranmere RoversTranmere Rovers 2-3 Cheltenham Town | Sky Bet League Two |
| 6 | Sat 30 Aug 2014 | 101-0 v Hartlepool UnitedCheltenham Town 1-0 Hartlepool United | Sky Bet League Two |
| 7 | Tue 2 Sep 2014 | 102-0 v Oxford UnitedCheltenham Town 2-0 Oxford United | Johnstone's Paint Trophy Southern Area First Round |
| 8 | Sat 6 Sep 2014 | 100-0 v MorecambeMorecambe 0-0 Cheltenham Town | Sky Bet League Two |
| 9 | Sat 13 Sep 2014 | 100-1 v Luton TownLuton Town 1-0 Cheltenham Town | Sky Bet League Two |
| 10 | Tue 16 Sep 2014 | 100-1 v Southend UnitedCheltenham Town 0-1 Southend United | Sky Bet League Two |
| 11 | Sat 20 Sep 2014 | 101-1 v Dagenham & RedbridgeCheltenham Town 1-1 Dagenham & Redbridge | Sky Bet League Two |
| 12 | Sat 27 Sep 2014 | 100-1 v Burton AlbionBurton Albion 1-0 Cheltenham Town | Sky Bet League Two |
| 13 | Sat 4 Oct 2014 | 101-1 v AFC WimbledonCheltenham Town 1-1 AFC Wimbledon | Sky Bet League Two |
| 14 | Wed 8 Oct 2014 | 101-3 v Bristol CityCheltenham Town 1-3 Bristol City | Johnstone's Paint Trophy Southern Area Second Round |
| 15 | Sat 18 Oct 2014 | 103-2 v Northampton TownCheltenham Town 3-2 Northampton Town | Sky Bet League Two |
| 16 | Tue 21 Oct 2014 | 102-1 v Cambridge UnitedCambridge United 1-2 Cheltenham Town | Sky Bet League Two |
| 17 | Sat 25 Oct 2014 | 100-3 v Plymouth ArgylePlymouth Argyle 3-0 Cheltenham Town | Sky Bet League Two |
| 18 | Sat 1 Nov 2014 | 100-1 v York CityCheltenham Town 0-1 York City | Sky Bet League Two |
| 19 | Sat 8 Nov 2014 | 105-0 v Swindon TownCheltenham Town 5-0 Swindon Town | FA Cup First Round |
| 20 | Sat 15 Nov 2014 | 101-5 v StevenageStevenage 5-1 Cheltenham Town | Sky Bet League Two |
| 21 | Sat 22 Nov 2014 | 101-4 v Wycombe WanderersCheltenham Town 1-4 Wycombe Wanderers | Sky Bet League Two |
| 22 | Sat 29 Nov 2014 | 101-1 v Oxford UnitedCheltenham Town 1-1 Oxford United | Sky Bet League Two |
| 23 | Sun 7 Dec 2014 | 100-1 v Dover AthleticCheltenham Town 0-1 Dover Athletic | FA Cup Second Round |
| 24 | Sat 13 Dec 2014 | 101-1 v Mansfield TownMansfield Town 1-1 Cheltenham Town | Sky Bet League Two |
| 25 | Sat 20 Dec 2014 | 101-1 v PortsmouthCheltenham Town 1-1 Portsmouth | Sky Bet League Two |
| 26 | Fri 26 Dec 2014 | 100-1 v Exeter CityExeter City 1-0 Cheltenham Town | Sky Bet League Two |
| 27 | Sun 28 Dec 2014 | 100-1 v Newport CountyCheltenham Town 0-1 Newport County | Sky Bet League Two |
| 28 | Sat 3 Jan 2015 | 102-1 v Oxford UnitedOxford United 1-2 Cheltenham Town | Sky Bet League Two |
| 29 | Sat 10 Jan 2015 | 100-2 v Hartlepool UnitedHartlepool United 2-0 Cheltenham Town | Sky Bet League Two |
| 30 | Fri 16 Jan 2015 | 101-1 v MorecambeCheltenham Town 1-1 Morecambe | Sky Bet League Two |
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