| 1 | Sat 2 Nov 2019 | 22-1 v Wisbech TownMarket Drayton Town 2-1 Wisbech Town | BetVictor Northern South East Division |
| 2 | Sat 16 Nov 2019 | 20-3 v StamfordMarket Drayton Town 0-3 Stamford | BetVictor Northern South East Division |
| 3 | Sat 23 Nov 2019 | 21-0 v Glossop North EndGlossop North End 0-1 Market Drayton Town | BetVictor Northern South East Division |
| 4 | Tue 3 Dec 2019 | 22-0 v Sutton Coldfield TownMarket Drayton Town 2-0 Sutton Coldfield Town | Integro League Cup First Round |
| 5 | Sat 7 Dec 2019 | 2 1-4 v Frickley AthleticFrickley Athletic 4-1 Market Drayton Town | BetVictor Northern South East Division |
| 6 | Sat 21 Dec 2019 | 22-5 v Belper TownBelper Town 5-2 Market Drayton Town | BetVictor Northern South East Division |
| 7 | Sat 28 Dec 2019 | 22-9 v Cleethorpes TownMarket Drayton Town 2-9 Cleethorpes Town | BetVictor Northern South East Division |
| 8 | Wed 1 Jan 2020 | 23-2 v Newcastle TownNewcastle Town 2-3 Market Drayton Town | BetVictor Northern South East Division |
| 9 | Sat 25 Jan 2020 | 120-6 v Sutton Coldfield TownMarket Drayton Town 0-6 Sutton Coldfield Town | BetVictor Northern South East Division |
| 10 | Sat 1 Feb 2020 | 101-1 v Lincoln UnitedLincoln United 1-1 Market Drayton Town | BetVictor Northern South East Division |
| 11 | Sat 8 Feb 2020 | 110-1 v Stocksbridge Park SteelsMarket Drayton Town 0-1 Stocksbridge Park Steels | BetVictor Northern South East Division |
| 12 | Sat 22 Feb 2020 | 111-1 v Kidsgrove AthleticKidsgrove Athletic 1-1 Market Drayton Town | BetVictor Northern South East Division |
| 13 | Sat 7 Mar 2020 | 70-1 v IlkestonMarket Drayton Town 0-1 Ilkeston | BetVictor Northern South East Division |
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