| 1 | Sat 23 Nov 2019 | 51-0 v Glossop North EndGlossop North End 0-1 Market Drayton Town | BetVictor Northern South East Division |
| 2 | Tue 3 Dec 2019 | 52-0 v Sutton Coldfield TownMarket Drayton Town 2-0 Sutton Coldfield Town | Integro League Cup First Round |
| 3 | Mon 9 Dec 2019 | 51-2 v Kidsgrove AthleticKidsgrove Athletic 2-1 Market Drayton Town | Integro League Cup Second Round |
| 4 | Sat 21 Dec 2019 | 5 2-5 v Belper TownBelper Town 5-2 Market Drayton Town | BetVictor Northern South East Division |
| 5 | Sat 28 Dec 2019 | 52-9 v Cleethorpes TownMarket Drayton Town 2-9 Cleethorpes Town | BetVictor Northern South East Division |
| 6 | Wed 1 Jan 2020 | 53-2 v Newcastle TownNewcastle Town 2-3 Market Drayton Town | BetVictor Northern South East Division |
| 7 | Sat 4 Jan 2020 | 5 0-1 v ChasetownMarket Drayton Town 0-1 Chasetown | BetVictor Northern South East Division |
| 8 | Sat 11 Jan 2020 | 51-4 v Leek TownLeek Town 4-1 Market Drayton Town | BetVictor Northern South East Division |
| 9 | Sat 25 Jan 2020 | 60-6 v Sutton Coldfield TownMarket Drayton Town 0-6 Sutton Coldfield Town | BetVictor Northern South East Division |
| 10 | Sat 22 Feb 2020 | 151-1 v Kidsgrove AthleticKidsgrove Athletic 1-1 Market Drayton Town | BetVictor Northern South East Division |
| 11 | Sat 7 Mar 2020 | 90-1 v IlkestonMarket Drayton Town 0-1 Ilkeston | BetVictor Northern South East Division |
| 12 | Tue 10 Mar 2020 | 60-4 v Carlton TownCarlton Town 4-0 Market Drayton Town | BetVictor Northern South East Division |
| 13 | Sat 14 Mar 2020 | 154-0 v Wisbech TownWisbech Town 0-4 Market Drayton Town | BetVictor Northern South East Division |
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