| 1 | Sat 25 Aug 2018 | 31-0 v Cambridge UnitedCambridge United 0-1 Cheltenham Town | Sky Bet League Two |
| 2 | Tue 2 Oct 2018 | 32-2 v MorecambeCheltenham Town 2-2 Morecambe | Sky Bet League Two |
| 3 | Sat 6 Oct 2018 | 30-3 v Milton Keynes DonsMilton Keynes Dons 3-0 Cheltenham Town | Sky Bet League Two |
| 4 | Sat 20 Oct 2018 | 31-1 v Forest Green RoversForest Green Rovers 1-1 Cheltenham Town | Sky Bet League Two |
| 5 | Tue 23 Oct 2018 | 30-2 v Oldham AthleticOldham Athletic 2-0 Cheltenham Town | Sky Bet League Two |
| 6 | Sat 27 Oct 2018 | 30-2 v StevenageCheltenham Town 0-2 Stevenage | Sky Bet League Two |
| 7 | Sat 3 Nov 2018 | 32-2 v Mansfield TownCheltenham Town 2-2 Mansfield Town | Sky Bet League Two |
| 8 | Sat 10 Nov 2018 | 30-0 v Ebbsfleet UnitedEbbsfleet United 0-0 Cheltenham Town | Emirates FA Cup First Round |
| 9 | Tue 13 Nov 2018 | 32-0 v Coventry CityCheltenham Town 2-0 Coventry City | Checkatrade Trophy Southern Group E |
| 10 | Sat 17 Nov 2018 | 33-0 v Notts CountyNotts County 0-3 Cheltenham Town | Sky Bet League Two |
| 11 | Tue 20 Nov 2018 | 32-0 v Ebbsfleet UnitedCheltenham Town 2-0 Ebbsfleet United | Emirates FA Cup First Round Replay |
| 12 | Sat 24 Nov 2018 | 32-1 v Newport CountyCheltenham Town 2-1 Newport County | Sky Bet League Two |
| 13 | Tue 27 Nov 2018 | 31-4 v BuryBury 4-1 Cheltenham Town | Sky Bet League Two |
| 14 | Sat 1 Dec 2018 | 31-3 v Accrington StanleyAccrington Stanley 3-1 Cheltenham Town | Emirates FA Cup Second Round |
| 15 | Sat 8 Dec 2018 | 32-1 v Grimsby TownCheltenham Town 2-1 Grimsby Town | Sky Bet League Two |
| 16 | Sat 15 Dec 2018 | 32-2 v Port ValePort Vale 2-2 Cheltenham Town | Sky Bet League Two |
| 17 | Sat 22 Dec 2018 | 30-0 v Swindon TownSwindon Town 0-0 Cheltenham Town | Sky Bet League Two |
| 18 | Wed 26 Dec 2018 | 33-1 v Milton Keynes DonsCheltenham Town 3-1 Milton Keynes Dons | Sky Bet League Two |
| 19 | Sat 29 Dec 2018 | 32-2 v Forest Green RoversCheltenham Town 2-2 Forest Green Rovers | Sky Bet League Two |
| 20 | Tue 1 Jan 2019 | 34-1 v Yeovil TownYeovil Town 1-4 Cheltenham Town | Sky Bet League Two |
| 21 | Sat 5 Jan 2019 | 30-1 v Crawley TownCrawley Town 1-0 Cheltenham Town | Sky Bet League Two |
| 22 | Tue 8 Jan 2019 | 31-1 v Oxford UnitedCheltenham Town 1-1 Oxford United | Checkatrade Trophy Second Round |
| 23 | Sat 12 Jan 2019 | 31-3 v Tranmere RoversCheltenham Town 1-3 Tranmere Rovers | Sky Bet League Two |
| 24 | Sat 19 Jan 2019 | 30-2 v Carlisle UnitedCarlisle United 2-0 Cheltenham Town | Sky Bet League Two |
| 25 | Sat 26 Jan 2019 | 33-2 v Macclesfield TownCheltenham Town 3-2 Macclesfield Town | Sky Bet League Two |
| 26 | Tue 5 Feb 2019 | 31-0 v Yeovil TownCheltenham Town 1-0 Yeovil Town | Sky Bet League Two |
| 27 | Sat 9 Feb 2019 | 30-3 v Colchester UnitedColchester United 3-0 Cheltenham Town | Sky Bet League Two |
| 28 | Sat 16 Feb 2019 | 30-1 v Grimsby TownGrimsby Town 1-0 Cheltenham Town | Sky Bet League Two |
| 29 | Tue 19 Feb 2019 | 32-0 v Cambridge UnitedCheltenham Town 2-0 Cambridge United | Sky Bet League Two |
| 30 | Sat 23 Feb 2019 | 3 1-0 v Port ValeCheltenham Town 1-0 Port Vale | Sky Bet League Two |
| 31 | Sat 2 Mar 2019 | 32-4 v Mansfield TownMansfield Town 4-2 Cheltenham Town | Sky Bet League Two |
| 32 | Sat 9 Mar 2019 | 34-1 v Notts CountyCheltenham Town 4-1 Notts County | Sky Bet League Two |
| 33 | Fri 15 Mar 2019 | 30-1 v Newport CountyNewport County 1-0 Cheltenham Town | Sky Bet League Two |
| 34 | Sat 23 Mar 2019 | 3 3-1 v Northampton TownCheltenham Town 3-1 Northampton Town | Sky Bet League Two |
| 35 | Sat 30 Mar 2019 | 33-1 v Crewe AlexandraCrewe Alexandra 1-3 Cheltenham Town | Sky Bet League Two |
| 36 | Sat 6 Apr 2019 | 31-1 v Exeter CityCheltenham Town 1-1 Exeter City | Sky Bet League Two |
| 37 | Sat 13 Apr 2019 | 31-1 v Lincoln CityLincoln City 1-1 Cheltenham Town | Sky Bet League Two |
| 38 | Fri 19 Apr 2019 | 30-0 v Oldham AthleticCheltenham Town 0-0 Oldham Athletic | Sky Bet League Two |
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