| 1 | Sat 15 Sep 2018 | 300-0 v Crewe AlexandraCheltenham Town 0-0 Crewe Alexandra | Sky Bet League Two |
| 2 | Sat 22 Sep 2018 | 301-3 v Exeter CityExeter City 3-1 Cheltenham Town | Sky Bet League Two |
| 3 | Sat 29 Sep 2018 | 300-2 v Lincoln CityCheltenham Town 0-2 Lincoln City | Sky Bet League Two |
| 4 | Sat 20 Oct 2018 | 301-1 v Forest Green RoversForest Green Rovers 1-1 Cheltenham Town | Sky Bet League Two |
| 5 | Tue 23 Oct 2018 | 300-2 v Oldham AthleticOldham Athletic 2-0 Cheltenham Town | Sky Bet League Two |
| 6 | Sat 27 Oct 2018 | 300-2 v StevenageCheltenham Town 0-2 Stevenage | Sky Bet League Two |
| 7 | Tue 13 Nov 2018 | 302-0 v Coventry CityCheltenham Town 2-0 Coventry City | Checkatrade Trophy Southern Group E |
| 8 | Tue 4 Dec 2018 | 301-1 v Newport CountyCheltenham Town 1-1 Newport County | Checkatrade Trophy Second Round |
| 9 | Sat 8 Dec 2018 | 30 2-1 v Grimsby TownCheltenham Town 2-1 Grimsby Town | Sky Bet League Two |
| 10 | Tue 1 Jan 2019 | 304-1 v Yeovil TownYeovil Town 1-4 Cheltenham Town | Sky Bet League Two |
| 11 | Tue 8 Jan 2019 | 30 1-1 v Oxford UnitedCheltenham Town 1-1 Oxford United | Checkatrade Trophy Second Round |
| 12 | Sat 19 Jan 2019 | 30 0-2 v Carlisle UnitedCarlisle United 2-0 Cheltenham Town | Sky Bet League Two |
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