| 1 | Tue 14 Aug 2018 | 23 2-2 v Colchester UnitedCheltenham Town 2-2 Colchester United | Carabao Cup First Round |
| 2 | Sat 18 Aug 2018 | 23 0-1 v Carlisle UnitedCheltenham Town 0-1 Carlisle United | Sky Bet League Two |
| 3 | Sat 25 Aug 2018 | 231-0 v Cambridge UnitedCambridge United 0-1 Cheltenham Town | Sky Bet League Two |
| 4 | Sat 1 Sep 2018 | 23 1-3 v Colchester UnitedCheltenham Town 1-3 Colchester United | Sky Bet League Two |
| 5 | Tue 4 Sep 2018 | 23 0-4 v Forest Green RoversForest Green Rovers 4-0 Cheltenham Town | Checkatrade Trophy Southern Group E |
| 6 | Sat 8 Sep 2018 | 233-1 v Northampton TownNorthampton Town 1-3 Cheltenham Town | Sky Bet League Two |
| 7 | Sat 15 Sep 2018 | 230-0 v Crewe AlexandraCheltenham Town 0-0 Crewe Alexandra | Sky Bet League Two |
| 8 | Sat 22 Sep 2018 | 23 1-3 v Exeter CityExeter City 3-1 Cheltenham Town | Sky Bet League Two |
| 9 | Sat 29 Sep 2018 | 230-2 v Lincoln CityCheltenham Town 0-2 Lincoln City | Sky Bet League Two |
| 10 | Tue 2 Oct 2018 | 232-2 v MorecambeCheltenham Town 2-2 Morecambe | Sky Bet League Two |
| 11 | Sat 27 Oct 2018 | 230-2 v StevenageCheltenham Town 0-2 Stevenage | Sky Bet League Two |
| 12 | Sat 10 Nov 2018 | 230-0 v Ebbsfleet UnitedEbbsfleet United 0-0 Cheltenham Town | Emirates FA Cup First Round |
| 13 | Sat 17 Nov 2018 | 233-0 v Notts CountyNotts County 0-3 Cheltenham Town | Sky Bet League Two |
| 14 | Tue 20 Nov 2018 | 232-0 v Ebbsfleet UnitedCheltenham Town 2-0 Ebbsfleet United | Emirates FA Cup First Round Replay |
| 15 | Sat 24 Nov 2018 | 232-1 v Newport CountyCheltenham Town 2-1 Newport County | Sky Bet League Two |
| 16 | Tue 27 Nov 2018 | 23 1-4 v BuryBury 4-1 Cheltenham Town | Sky Bet League Two |
| 17 | Sat 1 Dec 2018 | 23 1-3 v Accrington StanleyAccrington Stanley 3-1 Cheltenham Town | Emirates FA Cup Second Round |
| 18 | Tue 4 Dec 2018 | 231-1 v Newport CountyCheltenham Town 1-1 Newport County | Checkatrade Trophy Second Round |
| 19 | Sat 22 Dec 2018 | 23 0-0 v Swindon TownSwindon Town 0-0 Cheltenham Town | Sky Bet League Two |
| 20 | Wed 26 Dec 2018 | 233-1 v Milton Keynes DonsCheltenham Town 3-1 Milton Keynes Dons | Sky Bet League Two |
| 21 | Sat 5 Jan 2019 | 230-1 v Crawley TownCrawley Town 1-0 Cheltenham Town | Sky Bet League Two |
| 22 | Tue 8 Jan 2019 | 231-1 v Oxford UnitedCheltenham Town 1-1 Oxford United | Checkatrade Trophy Second Round |
| 23 | Sat 12 Jan 2019 | 231-3 v Tranmere RoversCheltenham Town 1-3 Tranmere Rovers | Sky Bet League Two |
| 24 | Sat 26 Jan 2019 | 233-2 v Macclesfield TownCheltenham Town 3-2 Macclesfield Town | Sky Bet League Two |
| 25 | Tue 5 Feb 2019 | 231-0 v Yeovil TownCheltenham Town 1-0 Yeovil Town | Sky Bet League Two |
| 26 | Sat 9 Feb 2019 | 23 0-3 v Colchester UnitedColchester United 3-0 Cheltenham Town | Sky Bet League Two |
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