| 1 | Sat 3 Aug 2013 | 12-2 v Burton AlbionCheltenham Town 2-2 Burton Albion | Sky Bet League Two |
| 2 | Tue 6 Aug 2013 | 14-3 v Crawley TownCheltenham Town 4-3 Crawley Town | Capital One Cup First Round |
| 3 | Sat 10 Aug 2013 | 10-2 v ChesterfieldChesterfield 2-0 Cheltenham Town | Sky Bet League Two |
| 4 | Sat 17 Aug 2013 | 11-3 v Plymouth ArgyleCheltenham Town 1-3 Plymouth Argyle | Sky Bet League Two |
| 5 | Sat 24 Aug 2013 | 11-0 v Accrington StanleyAccrington Stanley 0-1 Cheltenham Town | Sky Bet League Two |
| 6 | Tue 27 Aug 2013 | 11-2 v West Ham UnitedWest Ham United 2-1 Cheltenham Town | Capital One Cup Second Round |
| 7 | Sat 31 Aug 2013 | 11-4 v BuryBury 4-1 Cheltenham Town | Sky Bet League Two |
| 8 | Tue 3 Sep 2013 | 13-3 v Plymouth ArgyleCheltenham Town 3-3 Plymouth Argyle | Johnstone's Paint Trophy Southern Area First Round |
| 9 | Sat 7 Sep 2013 | 12-2 v PortsmouthCheltenham Town 2-2 Portsmouth | Sky Bet League Two |
| 10 | Sat 14 Sep 2013 | 12-2 v Oxford UnitedCheltenham Town 2-2 Oxford United | Sky Bet League Two |
| 11 | Sat 21 Sep 2013 | 12-4 v Torquay UnitedTorquay United 4-2 Cheltenham Town | Sky Bet League Two |
| 12 | Sat 28 Sep 2013 | 11-0 v AFC WimbledonCheltenham Town 1-0 AFC Wimbledon | Sky Bet League Two |
| 13 | Sat 5 Oct 2013 | 10-2 v Scunthorpe UnitedScunthorpe United 2-0 Cheltenham Town | Sky Bet League Two |
| 14 | Sat 12 Oct 2013 | 12-1 v Dagenham & RedbridgeDagenham & Redbridge 1-2 Cheltenham Town | Sky Bet League Two |
| 15 | Sat 19 Oct 2013 | 11-2 v RochdaleCheltenham Town 1-2 Rochdale | Sky Bet League Two |
| 16 | Tue 22 Oct 2013 | 13-0 v MorecambeCheltenham Town 3-0 Morecambe | Sky Bet League Two |
| 17 | Sat 26 Oct 2013 | 11-1 v Northampton TownNorthampton Town 1-1 Cheltenham Town | Sky Bet League Two |
| 18 | Sat 2 Nov 2013 | 12-2 v York CityCheltenham Town 2-2 York City | Sky Bet League Two |
| 19 | Sat 9 Nov 2013 | 10-1 v TamworthTamworth 1-0 Cheltenham Town | FA Cup with Budweiser First Round |
| 20 | Sat 16 Nov 2013 | 12-1 v Wycombe WanderersWycombe Wanderers 1-2 Cheltenham Town | Sky Bet League Two |
| 21 | Sat 23 Nov 2013 | 10-0 v Newport CountyCheltenham Town 0-0 Newport County | Sky Bet League Two |
| 22 | Tue 26 Nov 2013 | 10-0 v Bristol RoversCheltenham Town 0-0 Bristol Rovers | Sky Bet League Two |
| 23 | Sat 30 Nov 2013 | 11-1 v Southend UnitedSouthend United 1-1 Cheltenham Town | Sky Bet League Two |
| 24 | Sat 7 Dec 2013 | 11-0 v MorecambeMorecambe 0-1 Cheltenham Town | Sky Bet League Two |
| 25 | Sat 14 Dec 2013 | 12-2 v Hartlepool UnitedCheltenham Town 2-2 Hartlepool United | Sky Bet League Two |
| 26 | Sat 21 Dec 2013 | 12-0 v Fleetwood TownFleetwood Town 0-2 Cheltenham Town | Sky Bet League Two |
| 27 | Thu 26 Dec 2013 | 11-0 v Exeter CityCheltenham Town 1-0 Exeter City | Sky Bet League Two |
| 28 | Sun 29 Dec 2013 | 11-2 v Mansfield TownCheltenham Town 1-2 Mansfield Town | Sky Bet League Two |
| 29 | Sat 11 Jan 2014 | 11-2 v Burton AlbionBurton Albion 2-1 Cheltenham Town | Sky Bet League Two |
| 30 | Sat 18 Jan 2014 | 11-2 v Accrington StanleyCheltenham Town 1-2 Accrington Stanley | Sky Bet League Two |
| 31 | Sat 25 Jan 2014 | 11-1 v Plymouth ArgylePlymouth Argyle 1-1 Cheltenham Town | Sky Bet League Two |
| 32 | Sat 1 Feb 2014 | 11-1 v Northampton TownCheltenham Town 1-1 Northampton Town | Sky Bet League Two |
| 33 | Sat 8 Feb 2014 | 10-0 v York CityYork City 0-0 Cheltenham Town | Sky Bet League Two |
| 34 | Tue 11 Feb 2014 | 10-1 v Bristol RoversBristol Rovers 1-0 Cheltenham Town | Sky Bet League Two |
| 35 | Sat 22 Feb 2014 | 11-0 v Newport CountyNewport County 0-1 Cheltenham Town | Sky Bet League Two |
| 36 | Tue 25 Feb 2014 | 11-4 v ChesterfieldCheltenham Town 1-4 Chesterfield | Sky Bet League Two |
| 37 | Sat 1 Mar 2014 | 12-1 v BuryCheltenham Town 2-1 Bury | Sky Bet League Two |
| 38 | Sat 8 Mar 2014 | 10-0 v PortsmouthPortsmouth 0-0 Cheltenham Town | Sky Bet League Two |
| 39 | Tue 11 Mar 2014 | 11-1 v Oxford UnitedOxford United 1-1 Cheltenham Town | Sky Bet League Two |
| 40 | Sat 15 Mar 2014 | 11-0 v Torquay UnitedCheltenham Town 1-0 Torquay United | Sky Bet League Two |
| 41 | Tue 18 Mar 2014 | 11-1 v Wycombe WanderersCheltenham Town 1-1 Wycombe Wanderers | Sky Bet League Two |
| 42 | Sat 22 Mar 2014 | 13-4 v AFC WimbledonAFC Wimbledon 4-3 Cheltenham Town | Sky Bet League Two |
| 43 | Tue 25 Mar 2014 | 10-2 v Scunthorpe UnitedCheltenham Town 0-2 Scunthorpe United | Sky Bet League Two |
| 44 | Sat 29 Mar 2014 | 11-0 v Hartlepool UnitedHartlepool United 0-1 Cheltenham Town | Sky Bet League Two |
| 45 | Sat 5 Apr 2014 | 11-2 v Southend UnitedCheltenham Town 1-2 Southend United | Sky Bet League Two |
| 46 | Sat 12 Apr 2014 | 11-1 v Exeter CityExeter City 1-1 Cheltenham Town | Sky Bet League Two |
| 47 | Fri 18 Apr 2014 | 11-2 v Fleetwood TownCheltenham Town 1-2 Fleetwood Town | Sky Bet League Two |
| 48 | Mon 21 Apr 2014 | 12-0 v Mansfield TownMansfield Town 0-2 Cheltenham Town | Sky Bet League Two |
| 49 | Sat 26 Apr 2014 | 10-2 v RochdaleRochdale 2-0 Cheltenham Town | Sky Bet League Two |
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