| 1 | Tue 10 Jul 2018 | 1-0 v Brackley TownBrackley Town 0-1 Northampton Town | Friendly |
| 2 | Tue 14 Aug 2018 | 201-1 v Wycombe WanderersWycombe Wanderers 1-1 Northampton Town | Carabao Cup First Round |
| 3 | Sat 25 Aug 2018 | 202-1 v Colchester UnitedColchester United 1-2 Northampton Town | Sky Bet League Two |
| 4 | Tue 4 Sep 2018 | 20 0-1 v Wycombe WanderersNorthampton Town 0-1 Wycombe Wanderers | Checkatrade Trophy Southern Group F |
| 5 | Sat 15 Sep 2018 | 200-2 v Port ValePort Vale 2-0 Northampton Town | Sky Bet League Two |
| 6 | Sat 29 Sep 2018 | 200-4 v Mansfield TownMansfield Town 4-0 Northampton Town | Sky Bet League Two |
| 7 | Tue 2 Oct 2018 | 200-0 v BuryNorthampton Town 0-0 Bury | Sky Bet League Two |
| 8 | Sat 6 Oct 2018 | 20 1-1 v Swindon TownSwindon Town 1-1 Northampton Town | Sky Bet League Two |
| 9 | Tue 9 Oct 2018 | 202-1 v Oxford UnitedOxford United 1-2 Northampton Town | Checkatrade Trophy Southern Group F |
| 10 | Sat 13 Oct 2018 | 202-1 v Forest Green RoversNorthampton Town 2-1 Forest Green Rovers | Sky Bet League Two |
| 11 | Sat 20 Oct 2018 | 200-1 v Milton Keynes DonsMilton Keynes Dons 1-0 Northampton Town | Sky Bet League Two |
| 12 | Tue 23 Oct 2018 | 205-0 v Macclesfield TownMacclesfield Town 0-5 Northampton Town | Sky Bet League Two |
| 13 | Sat 3 Nov 2018 | 202-0 v Crewe AlexandraNorthampton Town 2-0 Crewe Alexandra | Sky Bet League Two |
| 14 | Sat 17 Nov 2018 | 202-2 v Exeter CityExeter City 2-2 Northampton Town | Sky Bet League Two |
| 15 | Tue 27 Nov 2018 | 201-3 v Newport CountyNewport County 3-1 Northampton Town | Sky Bet League Two |
| 16 | Tue 4 Dec 2018 | 201-1 v Cambridge UnitedCambridge United 1-1 Northampton Town | Checkatrade Trophy Second Round |
| 17 | Sat 22 Dec 2018 | 201-1 v Yeovil TownYeovil Town 1-1 Northampton Town | Sky Bet League Two |
| 18 | Sat 29 Dec 2018 | 202-2 v Milton Keynes DonsNorthampton Town 2-2 Milton Keynes Dons | Sky Bet League Two |
| 19 | Sat 19 Jan 2019 | 0-2 v Carlisle UnitedCarlisle United 2-0 Cheltenham Town | Sky Bet League Two |
| 20 | Sat 26 Jan 2019 | 3-2 v Macclesfield TownCheltenham Town 3-2 Macclesfield Town | Sky Bet League Two |
| 21 | Tue 5 Feb 2019 | 1-0 v Yeovil TownCheltenham Town 1-0 Yeovil Town | Sky Bet League Two |
| 22 | Sat 9 Feb 2019 | 0-3 v Colchester UnitedColchester United 3-0 Cheltenham Town | Sky Bet League Two |
| 23 | Sat 16 Feb 2019 | 0-1 v Grimsby TownGrimsby Town 1-0 Cheltenham Town | Sky Bet League Two |
| 24 | Tue 19 Feb 2019 | 2-0 v Cambridge UnitedCheltenham Town 2-0 Cambridge United | Sky Bet League Two |
| 25 | Sat 23 Feb 2019 | 1-0 v Port ValeCheltenham Town 1-0 Port Vale | Sky Bet League Two |
| 26 | Sat 2 Mar 2019 | 2-4 v Mansfield TownMansfield Town 4-2 Cheltenham Town | Sky Bet League Two |
| 27 | Tue 5 Mar 2019 | 1-1 v BuryCheltenham Town 1-1 Bury | Sky Bet League Two |
| 28 | Sat 9 Mar 2019 | 4-1 v Notts CountyCheltenham Town 4-1 Notts County | Sky Bet League Two |
| 29 | Fri 15 Mar 2019 | 0-1 v Newport CountyNewport County 1-0 Cheltenham Town | Sky Bet League Two |
| 30 | Sat 30 Mar 2019 | 3-1 v Crewe AlexandraCrewe Alexandra 1-3 Cheltenham Town | Sky Bet League Two |
| 31 | Sat 6 Apr 2019 | 1-1 v Exeter CityCheltenham Town 1-1 Exeter City | Sky Bet League Two |
| 32 | Sat 13 Apr 2019 | 1-1 v Lincoln CityLincoln City 1-1 Cheltenham Town | Sky Bet League Two |
| 33 | Fri 19 Apr 2019 | 0-0 v Oldham AthleticCheltenham Town 0-0 Oldham Athletic | Sky Bet League Two |
| 34 | Mon 22 Apr 2019 | 0-4 v MorecambeMorecambe 4-0 Cheltenham Town | Sky Bet League Two |
| 35 | Sat 27 Apr 2019 | 3-2 v Swindon TownCheltenham Town 3-2 Swindon Town | Sky Bet League Two |
| 36 | Sat 4 May 2019 | 0-2 v StevenageStevenage 2-0 Cheltenham Town | Sky Bet League Two |
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