| 1 | Sat 19 Oct 2019 | 2-0 v Salford CityNorthampton Town 2-0 Salford City | Sky Bet League Two |
| 2 | Sat 26 Oct 2019 | 2-0 v Cambridge UnitedNorthampton Town 2-0 Cambridge United | Sky Bet League Two |
| 3 | Sat 2 Nov 2019 | 2-2 v Oldham AthleticOldham Athletic 2-2 Northampton Town | Sky Bet League Two |
| 4 | Sun 10 Nov 2019 | 3-0 v Chippenham TownChippenham Town 0-3 Northampton Town | Emirates FA Cup First Round |
| 5 | Sat 16 Nov 2019 | 4-1 v Crewe AlexandraNorthampton Town 4-1 Crewe Alexandra | Sky Bet League Two |
| 6 | Sat 23 Nov 2019 | 2-0 v Grimsby TownNorthampton Town 2-0 Grimsby Town | Sky Bet League Two |
| 7 | Sun 1 Dec 2019 | 3-1 v Notts CountyNorthampton Town 3-1 Notts County | Emirates FA Cup Second Round |
| 8 | Sat 7 Dec 2019 | 2-3 v Exeter CityExeter City 3-2 Northampton Town | Sky Bet League Two |
| 9 | Sat 14 Dec 2019 | 1-0 v Forest Green RoversNorthampton Town 1-0 Forest Green Rovers | Sky Bet League Two |
| 10 | Sat 21 Dec 2019 | 1-1 v Mansfield TownMansfield Town 1-1 Northampton Town | Sky Bet League Two |
| 11 | Sun 29 Dec 2019 | 1-1 v Cheltenham TownNorthampton Town 1-1 Cheltenham Town | Sky Bet League Two |
| 12 | Wed 1 Jan 2020 | 1-0 v StevenageNorthampton Town 1-0 Stevenage | Sky Bet League Two |
| 13 | Sun 5 Jan 2020 | 4-2 v Burton AlbionBurton Albion 2-4 Northampton Town | Emirates FA Cup Third Round |
| 14 | Sat 11 Jan 2020 | 2-1 v Salford CitySalford City 1-2 Northampton Town | Sky Bet League Two |
| 15 | Sat 18 Jan 2020 | 4-1 v MorecambeNorthampton Town 4-1 Morecambe | Sky Bet League Two |
| 16 | Tue 21 Jan 2020 | 1-1 v Leyton OrientLeyton Orient 1-1 Northampton Town | Sky Bet League Two |
| 17 | Tue 4 Feb 2020 | 2-4 v Derby CountyDerby County 4-2 Northampton Town | Emirates FA Cup Fourth Round Replay |
| 18 | Sat 8 Feb 2020 | 0-1 v Port ValeNorthampton Town 0-1 Port Vale | Sky Bet League Two |
| 19 | Sat 15 Feb 2020 | 2-3 v WalsallWalsall 3-2 Northampton Town | Sky Bet League Two |
| 20 | Sat 22 Feb 2020 | 2-0 v Exeter CityNorthampton Town 2-0 Exeter City | Sky Bet League Two |
| 21 | Tue 25 Feb 2020 | 1-2 v Cheltenham TownCheltenham Town 2-1 Northampton Town | Sky Bet League Two |
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