| 1 | Tue 20 Aug 2019 | 2-3 v Leyton OrientMansfield Town 2-3 Leyton Orient | Sky Bet League Two |
| 2 | Sat 24 Aug 2019 | 0-0 v StevenageMansfield Town 0-0 Stevenage | Sky Bet League Two |
| 3 | Tue 8 Oct 2019 | 1-1 v Crewe AlexandraMansfield Town 1-1 Crewe Alexandra | Leasing.com Trophy Northern Group E |
| 4 | Tue 12 Nov 2019 | 2-1 v Burton AlbionBurton Albion 1-2 Mansfield Town | Leasing.com Trophy Northern Group E |
| 5 | Tue 3 Dec 2019 | 2-2 v Port ValePort Vale 2-2 Mansfield Town | Leasing.com Trophy Second Round |
| 6 | Sat 14 Dec 2019 | 1-1 v Crewe AlexandraCrewe Alexandra 1-1 Mansfield Town | Sky Bet League Two |
| 7 | Sat 21 Dec 2019 | 1-1 v Northampton TownMansfield Town 1-1 Northampton Town | Sky Bet League Two |
| 8 | Thu 26 Dec 2019 | 2-2 v Port ValeMansfield Town 2-2 Port Vale | Sky Bet League Two |
| 9 | Sun 29 Dec 2019 | 0-2 v Bradford CityBradford City 2-0 Mansfield Town | Sky Bet League Two |
| 10 | Wed 1 Jan 2020 | 3-2 v Cambridge UnitedCambridge United 2-3 Mansfield Town | Sky Bet League Two |
| 11 | Sat 4 Jan 2020 | 0-1 v Grimsby TownMansfield Town 0-1 Grimsby Town | Sky Bet League Two |
| 12 | Sat 11 Jan 2020 | 3-4 v Forest Green RoversMansfield Town 3-4 Forest Green Rovers | Sky Bet League Two |
| 13 | Sat 18 Jan 2020 | 1-3 v Plymouth ArgylePlymouth Argyle 3-1 Mansfield Town | Sky Bet League Two |
| 14 | Sat 8 Feb 2020 | 1-1 v MorecambeMorecambe 1-1 Mansfield Town | Sky Bet League Two |
| 15 | Tue 11 Feb 2020 | 1-2 v Leyton OrientLeyton Orient 2-1 Mansfield Town | Sky Bet League Two |
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