| 1 | Sat 3 Aug 2019 | 0-1 v Leyton OrientLeyton Orient 1-0 Cheltenham Town | Sky Bet League Two |
| 2 | Sat 10 Aug 2019 | 4-1 v Scunthorpe UnitedCheltenham Town 4-1 Scunthorpe United | Sky Bet League Two |
| 3 | Sat 17 Aug 2019 | 0-0 v MorecambeMorecambe 0-0 Cheltenham Town | Sky Bet League Two |
| 4 | Sat 9 Nov 2019 | 1-1 v Swindon TownCheltenham Town 1-1 Swindon Town | Emirates FA Cup First Round |
| 5 | Tue 12 Nov 2019 | 4-7 v Newport CountyCheltenham Town 4-7 Newport County | Leasing.com Trophy Southern Group E |
| 6 | Sat 23 Nov 2019 | 1-1 v Colchester UnitedCheltenham Town 1-1 Colchester United | Sky Bet League Two |
| 7 | Tue 26 Nov 2019 | 0-0 v Grimsby TownGrimsby Town 0-0 Cheltenham Town | Sky Bet League Two |
| 8 | Sat 30 Nov 2019 | 1-3 v Port ValeCheltenham Town 1-3 Port Vale | Emirates FA Cup Second Round |
| 9 | Sat 14 Dec 2019 | 1-1 v Cambridge UnitedCheltenham Town 1-1 Cambridge United | Sky Bet League Two |
| 10 | Sat 21 Dec 2019 | 1-1 v Port ValePort Vale 1-1 Cheltenham Town | Sky Bet League Two |
| 11 | Thu 26 Dec 2019 | 0-1 v Plymouth ArgyleCheltenham Town 0-1 Plymouth Argyle | Sky Bet League Two |
| 12 | Sun 29 Dec 2019 | 1-1 v Northampton TownNorthampton Town 1-1 Cheltenham Town | Sky Bet League Two |
| 13 | Wed 1 Jan 2020 | 1-1 v Newport CountyNewport County 1-1 Cheltenham Town | Sky Bet League Two |
| 14 | Sat 4 Jan 2020 | 3-0 v Oldham AthleticCheltenham Town 3-0 Oldham Athletic | Sky Bet League Two |
| 15 | Sat 11 Jan 2020 | 3-1 v WalsallCheltenham Town 3-1 Walsall | Sky Bet League Two |
| 16 | Sat 18 Jan 2020 | 0-1 v Crewe AlexandraCrewe Alexandra 1-0 Cheltenham Town | Sky Bet League Two |
| 17 | Tue 28 Jan 2020 | 1-1 v Bradford CityBradford City 1-1 Cheltenham Town | Sky Bet League Two |
| 18 | Sat 1 Feb 2020 | 2-1 v MorecambeCheltenham Town 2-1 Morecambe | Sky Bet League Two |
| 19 | Tue 11 Feb 2020 | 1-0 v Carlisle UnitedCarlisle United 0-1 Cheltenham Town | Sky Bet League Two |
| 20 | Sat 15 Feb 2020 | 2-1 v Leyton OrientCheltenham Town 2-1 Leyton Orient | Sky Bet League Two |
| 21 | Sat 29 Feb 2020 | 2-0 v Colchester UnitedColchester United 0-2 Cheltenham Town | Sky Bet League Two |
| 22 | Sat 7 Mar 2020 | 0-0 v Port ValeCheltenham Town 0-0 Port Vale | Sky Bet League Two |
Football Web Pages