| 1 | Sat 9 Aug 2014 | 41-0 v BuryBury 0-1 Cheltenham Town | Sky Bet League Two |
| 2 | Sat 16 Aug 2014 | 42-1 v Accrington StanleyCheltenham Town 2-1 Accrington Stanley | Sky Bet League Two |
| 3 | Tue 19 Aug 2014 | 40-0 v Carlisle UnitedCheltenham Town 0-0 Carlisle United | Sky Bet League Two |
| 4 | Sat 23 Aug 2014 | 43-2 v Tranmere RoversTranmere Rovers 2-3 Cheltenham Town | Sky Bet League Two |
| 5 | Sat 30 Aug 2014 | 41-0 v Hartlepool UnitedCheltenham Town 1-0 Hartlepool United | Sky Bet League Two |
| 6 | Tue 2 Sep 2014 | 42-0 v Oxford UnitedCheltenham Town 2-0 Oxford United | Johnstone's Paint Trophy Southern Area First Round |
| 7 | Sat 6 Sep 2014 | 40-0 v MorecambeMorecambe 0-0 Cheltenham Town | Sky Bet League Two |
| 8 | Sat 13 Sep 2014 | 40-1 v Luton TownLuton Town 1-0 Cheltenham Town | Sky Bet League Two |
| 9 | Tue 16 Sep 2014 | 40-1 v Southend UnitedCheltenham Town 0-1 Southend United | Sky Bet League Two |
| 10 | Sat 20 Sep 2014 | 41-1 v Dagenham & RedbridgeCheltenham Town 1-1 Dagenham & Redbridge | Sky Bet League Two |
| 11 | Sat 27 Sep 2014 | 40-1 v Burton AlbionBurton Albion 1-0 Cheltenham Town | Sky Bet League Two |
| 12 | Sat 4 Oct 2014 | 41-1 v AFC WimbledonCheltenham Town 1-1 AFC Wimbledon | Sky Bet League Two |
| 13 | Wed 8 Oct 2014 | 41-3 v Bristol CityCheltenham Town 1-3 Bristol City | Johnstone's Paint Trophy Southern Area Second Round |
| 14 | Sat 11 Oct 2014 | 41-3 v Shrewsbury TownShrewsbury Town 3-1 Cheltenham Town | Sky Bet League Two |
| 15 | Sat 18 Oct 2014 | 43-2 v Northampton TownCheltenham Town 3-2 Northampton Town | Sky Bet League Two |
| 16 | Sat 29 Nov 2014 | 41-1 v Oxford UnitedCheltenham Town 1-1 Oxford United | Sky Bet League Two |
| 17 | Sun 7 Dec 2014 | 40-1 v Dover AthleticCheltenham Town 0-1 Dover Athletic | FA Cup Second Round |
| 18 | Sat 13 Dec 2014 | 41-1 v Mansfield TownMansfield Town 1-1 Cheltenham Town | Sky Bet League Two |
| 19 | Sat 20 Dec 2014 | 41-1 v PortsmouthCheltenham Town 1-1 Portsmouth | Sky Bet League Two |
| 20 | Fri 26 Dec 2014 | 40-1 v Exeter CityExeter City 1-0 Cheltenham Town | Sky Bet League Two |
| 21 | Fri 16 Jan 2015 | 41-1 v MorecambeCheltenham Town 1-1 Morecambe | Sky Bet League Two |
| 22 | Sat 24 Jan 2015 | 41-1 v Luton TownCheltenham Town 1-1 Luton Town | Sky Bet League Two |
| 23 | Sat 31 Jan 2015 | 41-3 v Dagenham & RedbridgeDagenham & Redbridge 3-1 Cheltenham Town | Sky Bet League Two |
| 24 | Sat 7 Feb 2015 | 41-3 v Burton AlbionCheltenham Town 1-3 Burton Albion | Sky Bet League Two |
| 25 | Tue 10 Feb 2015 | 40-2 v Southend UnitedSouthend United 2-0 Cheltenham Town | Sky Bet League Two |
| 26 | Sat 14 Feb 2015 | 41-2 v BuryCheltenham Town 1-2 Bury | Sky Bet League Two |
| 27 | Fri 20 Feb 2015 | 41-1 v Accrington StanleyAccrington Stanley 1-1 Cheltenham Town | Sky Bet League Two |
| 28 | Sat 28 Feb 2015 | 42-0 v Tranmere RoversCheltenham Town 2-0 Tranmere Rovers | Sky Bet League Two |
| 29 | Tue 3 Mar 2015 | 40-1 v Carlisle UnitedCarlisle United 1-0 Cheltenham Town | Sky Bet League Two |
| 30 | Sat 7 Mar 2015 | 41-1 v Mansfield TownCheltenham Town 1-1 Mansfield Town | Sky Bet League Two |
| 31 | Tue 17 Mar 2015 | 42-2 v PortsmouthPortsmouth 2-2 Cheltenham Town | Sky Bet League Two |
| 32 | Sat 21 Mar 2015 | 41-2 v Exeter CityCheltenham Town 1-2 Exeter City | Sky Bet League Two |
| 33 | Sat 28 Mar 2015 | 40-3 v Plymouth ArgyleCheltenham Town 0-3 Plymouth Argyle | Sky Bet League Two |
| 34 | Sat 11 Apr 2015 | 41-2 v Wycombe WanderersWycombe Wanderers 2-1 Cheltenham Town | Sky Bet League Two |
| 35 | Tue 14 Apr 2015 | 43-1 v Cambridge UnitedCheltenham Town 3-1 Cambridge United | Sky Bet League Two |
| 36 | Sat 18 Apr 2015 | 40-2 v Northampton TownNorthampton Town 2-0 Cheltenham Town | Sky Bet League Two |
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