| 1 | Sat 21 Sep 2019 | 60-2 v Frickley AthleticMarket Drayton Town 0-2 Frickley Athletic | BetVictor Northern South East Division |
| 2 | Sun 13 Oct 2019 | 101-2 v Cambridge CityCambridge City 2-1 Market Drayton Town | Buildbase FA Trophy Preliminary Round |
| 3 | Sat 19 Oct 2019 | 74-3 v SheffieldSheffield 3-4 Market Drayton Town | BetVictor Northern South East Division |
| 4 | Sat 16 Nov 2019 | 160-3 v StamfordMarket Drayton Town 0-3 Stamford | BetVictor Northern South East Division |
| 5 | Tue 3 Dec 2019 | 42-0 v Sutton Coldfield TownMarket Drayton Town 2-0 Sutton Coldfield Town | Integro League Cup First Round |
| 6 | Sat 7 Dec 2019 | 121-4 v Frickley AthleticFrickley Athletic 4-1 Market Drayton Town | BetVictor Northern South East Division |
| 7 | Mon 9 Dec 2019 | 71-2 v Kidsgrove AthleticKidsgrove Athletic 2-1 Market Drayton Town | Integro League Cup Second Round |
| 8 | Sat 11 Jan 2020 | 151-4 v Leek TownLeek Town 4-1 Market Drayton Town | BetVictor Northern South East Division |
| 9 | Sat 25 Jan 2020 | 40-6 v Sutton Coldfield TownMarket Drayton Town 0-6 Sutton Coldfield Town | BetVictor Northern South East Division |
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