| 1 | Sat 4 Aug 2018 | 80-1 v Crawley TownCheltenham Town 0-1 Crawley Town | Sky Bet League Two |
| 2 | Sat 18 Aug 2018 | 80-1 v Carlisle UnitedCheltenham Town 0-1 Carlisle United | Sky Bet League Two |
| 3 | Sat 25 Aug 2018 | 8 1-0 v Cambridge UnitedCambridge United 0-1 Cheltenham Town | Sky Bet League Two |
| 4 | Tue 28 Aug 2018 | 80-1 v BrentfordBrentford 1-0 Cheltenham Town | Carabao Cup Second Round |
| 5 | Sat 1 Sep 2018 | 81-3 v Colchester UnitedCheltenham Town 1-3 Colchester United | Sky Bet League Two |
| 6 | Tue 4 Sep 2018 | 80-4 v Forest Green RoversForest Green Rovers 4-0 Cheltenham Town | Checkatrade Trophy Southern Group E |
| 7 | Sat 15 Sep 2018 | 8 0-0 v Crewe AlexandraCheltenham Town 0-0 Crewe Alexandra | Sky Bet League Two |
| 8 | Sat 22 Sep 2018 | 81-3 v Exeter CityExeter City 3-1 Cheltenham Town | Sky Bet League Two |
| 9 | Sat 29 Sep 2018 | 80-2 v Lincoln CityCheltenham Town 0-2 Lincoln City | Sky Bet League Two |
| 10 | Tue 2 Oct 2018 | 82-2 v MorecambeCheltenham Town 2-2 Morecambe | Sky Bet League Two |
| 11 | Sat 20 Oct 2018 | 81-1 v Forest Green RoversForest Green Rovers 1-1 Cheltenham Town | Sky Bet League Two |
| 12 | Wed 26 Dec 2018 | 83-1 v Milton Keynes DonsCheltenham Town 3-1 Milton Keynes Dons | Sky Bet League Two |
| 13 | Sat 29 Dec 2018 | 8 2-2 v Forest Green RoversCheltenham Town 2-2 Forest Green Rovers | Sky Bet League Two |
| 14 | Sat 5 Jan 2019 | 80-1 v Crawley TownCrawley Town 1-0 Cheltenham Town | Sky Bet League Two |
| 15 | Tue 8 Jan 2019 | 81-1 v Oxford UnitedCheltenham Town 1-1 Oxford United | Checkatrade Trophy Second Round |
| 16 | Sat 19 Jan 2019 | 80-2 v Carlisle UnitedCarlisle United 2-0 Cheltenham Town | Sky Bet League Two |
| 17 | Sat 26 Jan 2019 | 83-2 v Macclesfield TownCheltenham Town 3-2 Macclesfield Town | Sky Bet League Two |
| 18 | Sat 9 Feb 2019 | 8 0-3 v Colchester UnitedColchester United 3-0 Cheltenham Town | Sky Bet League Two |
| 19 | Sat 16 Feb 2019 | 80-1 v Grimsby TownGrimsby Town 1-0 Cheltenham Town | Sky Bet League Two |
| 20 | Tue 19 Feb 2019 | 82-0 v Cambridge UnitedCheltenham Town 2-0 Cambridge United | Sky Bet League Two |
| 21 | Sat 23 Feb 2019 | 81-0 v Port ValeCheltenham Town 1-0 Port Vale | Sky Bet League Two |
| 22 | Sat 2 Mar 2019 | 8 2-4 v Mansfield TownMansfield Town 4-2 Cheltenham Town | Sky Bet League Two |
| 23 | Tue 5 Mar 2019 | 8 1-1 v BuryCheltenham Town 1-1 Bury | Sky Bet League Two |
| 24 | Sat 9 Mar 2019 | 84-1 v Notts CountyCheltenham Town 4-1 Notts County | Sky Bet League Two |
| 25 | Fri 15 Mar 2019 | 80-1 v Newport CountyNewport County 1-0 Cheltenham Town | Sky Bet League Two |
| 26 | Sat 23 Mar 2019 | 83-1 v Northampton TownCheltenham Town 3-1 Northampton Town | Sky Bet League Two |
| 27 | Sat 30 Mar 2019 | 83-1 v Crewe AlexandraCrewe Alexandra 1-3 Cheltenham Town | Sky Bet League Two |
| 28 | Sat 6 Apr 2019 | 81-1 v Exeter CityCheltenham Town 1-1 Exeter City | Sky Bet League Two |
| 29 | Sat 13 Apr 2019 | 81-1 v Lincoln CityLincoln City 1-1 Cheltenham Town | Sky Bet League Two |
| 30 | Fri 19 Apr 2019 | 80-0 v Oldham AthleticCheltenham Town 0-0 Oldham Athletic | Sky Bet League Two |
| 31 | Sat 27 Apr 2019 | 83-2 v Swindon TownCheltenham Town 3-2 Swindon Town | Sky Bet League Two |
| 32 | Sat 4 May 2019 | 80-2 v StevenageStevenage 2-0 Cheltenham Town | Sky Bet League Two |
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