| 1 | 13/7/2018 | 64-0 v Cirencester TownCirencester Town 0-4 Cheltenham Town | Friendly |
| 2 | 21/7/2018 | 60-3 v Birmingham CityCheltenham Town 0-3 Birmingham City | Friendly |
| 3 | 4/8/2018 | 60-1 v Crawley TownCheltenham Town 0-1 Crawley Town | Sky Bet League Two |
| 4 | 11/8/2018 | 60-1 v Tranmere RoversTranmere Rovers 1-0 Cheltenham Town | Sky Bet League Two |
| 5 | 14/8/2018 | 62-2 v Colchester UnitedCheltenham Town 2-2 Colchester United | Carabao Cup First Round |
| 6 | 18/8/2018 | 60-1 v Carlisle UnitedCheltenham Town 0-1 Carlisle United | Sky Bet League Two |
| 7 | 21/8/2018 | 61-1 v Macclesfield TownMacclesfield Town 1-1 Cheltenham Town | Sky Bet League Two |
| 8 | 25/8/2018 | 61-0 v Cambridge UnitedCambridge United 0-1 Cheltenham Town | Sky Bet League Two |
| 9 | 1/9/2018 | 61-3 v Colchester UnitedCheltenham Town 1-3 Colchester United | Sky Bet League Two |
| 10 | 4/9/2018 | 60-4 v Forest Green RoversForest Green Rovers 4-0 Cheltenham Town | Checkatrade Trophy Southern Group E |
| 11 | 8/9/2018 | 63-1 v Northampton TownNorthampton Town 1-3 Cheltenham Town | Sky Bet League Two |
| 12 | 15/9/2018 | 60-0 v Crewe AlexandraCheltenham Town 0-0 Crewe Alexandra | Sky Bet League Two |
| 13 | 22/9/2018 | 61-3 v Exeter CityExeter City 3-1 Cheltenham Town | Sky Bet League Two |
| 14 | 29/9/2018 | 60-2 v Lincoln CityCheltenham Town 0-2 Lincoln City | Sky Bet League Two |
| 15 | 2/10/2018 | 62-2 v MorecambeCheltenham Town 2-2 Morecambe | Sky Bet League Two |
| 16 | 6/10/2018 | 60-3 v Milton Keynes DonsMilton Keynes Dons 3-0 Cheltenham Town | Sky Bet League Two |
| 17 | 20/10/2018 | 61-1 v Forest Green RoversForest Green Rovers 1-1 Cheltenham Town | Sky Bet League Two |
| 18 | 23/10/2018 | 60-2 v Oldham AthleticOldham Athletic 2-0 Cheltenham Town | Sky Bet League Two |
| 19 | 27/10/2018 | 60-2 v StevenageCheltenham Town 0-2 Stevenage | Sky Bet League Two |
| 20 | 3/11/2018 | 62-2 v Mansfield TownCheltenham Town 2-2 Mansfield Town | Sky Bet League Two |
| 21 | 10/11/2018 | 60-0 v Ebbsfleet UnitedEbbsfleet United 0-0 Cheltenham Town | Emirates FA Cup First Round |
| 22 | 13/11/2018 | 62-0 v Coventry CityCheltenham Town 2-0 Coventry City | Checkatrade Trophy Southern Group E |
| 23 | 17/11/2018 | 63-0 v Notts CountyNotts County 0-3 Cheltenham Town | Sky Bet League Two |
| 24 | 20/11/2018 | 62-0 v Ebbsfleet UnitedCheltenham Town 2-0 Ebbsfleet United | Emirates FA Cup First Round Replay |
| 25 | 24/11/2018 | 62-1 v Newport CountyCheltenham Town 2-1 Newport County | Sky Bet League Two |
| 26 | 27/11/2018 | 61-4 v BuryBury 4-1 Cheltenham Town | Sky Bet League Two |
| 27 | 1/12/2018 | 61-3 v Accrington StanleyAccrington Stanley 3-1 Cheltenham Town | Emirates FA Cup Second Round |
| 28 | 4/12/2018 | 61-1 v Newport CountyCheltenham Town 1-1 Newport County | Checkatrade Trophy Second Round |
| 29 | 8/12/2018 | 62-1 v Grimsby TownCheltenham Town 2-1 Grimsby Town | Sky Bet League Two |
| 30 | 15/12/2018 | 62-2 v Port ValePort Vale 2-2 Cheltenham Town | Sky Bet League Two |
| 31 | 22/12/2018 | 6 0-0 v Swindon TownSwindon Town 0-0 Cheltenham Town | Sky Bet League Two |
| 32 | 26/12/2018 | 63-1 v Milton Keynes DonsCheltenham Town 3-1 Milton Keynes Dons | Sky Bet League Two |
| 33 | 29/12/2018 | 62-2 v Forest Green RoversCheltenham Town 2-2 Forest Green Rovers | Sky Bet League Two |
| 34 | 1/1/2019 | 64-1 v Yeovil TownYeovil Town 1-4 Cheltenham Town | Sky Bet League Two |
| 35 | 5/1/2019 | 60-1 v Crawley TownCrawley Town 1-0 Cheltenham Town | Sky Bet League Two |
