| 1 | Sat 21 Sep 2019 | 7 0-2 v Frickley AthleticMarket Drayton Town 0-2 Frickley Athletic | BetVictor Northern South East Division |
| 2 | Tue 24 Sep 2019 | 80-7 v Loughborough DynamoLoughborough Dynamo 7-0 Market Drayton Town | BetVictor Northern South East Division |
| 3 | Sat 28 Sep 2019 | 60-2 v Sutton Coldfield TownSutton Coldfield Town 2-0 Market Drayton Town | BetVictor Northern South East Division |
| 4 | Sat 5 Oct 2019 | 41-4 v Worksop TownMarket Drayton Town 1-4 Worksop Town | BetVictor Northern South East Division |
| 5 | Sun 13 Oct 2019 | 81-2 v Cambridge CityCambridge City 2-1 Market Drayton Town | Buildbase FA Trophy Preliminary Round |
| 6 | Sat 19 Oct 2019 | 8 4-3 v SheffieldSheffield 3-4 Market Drayton Town | BetVictor Northern South East Division |
| 7 | Sat 2 Nov 2019 | 82-1 v Wisbech TownMarket Drayton Town 2-1 Wisbech Town | BetVictor Northern South East Division |
| 8 | Sat 16 Nov 2019 | 80-3 v StamfordMarket Drayton Town 0-3 Stamford | BetVictor Northern South East Division |
| 9 | Sat 23 Nov 2019 | 81-0 v Glossop North EndGlossop North End 0-1 Market Drayton Town | BetVictor Northern South East Division |
| 10 | Tue 3 Dec 2019 | 82-0 v Sutton Coldfield TownMarket Drayton Town 2-0 Sutton Coldfield Town | Integro League Cup First Round |
| 11 | Sat 7 Dec 2019 | 81-4 v Frickley AthleticFrickley Athletic 4-1 Market Drayton Town | BetVictor Northern South East Division |
| 12 | Mon 9 Dec 2019 | 81-2 v Kidsgrove AthleticKidsgrove Athletic 2-1 Market Drayton Town | Integro League Cup Second Round |
| 13 | Sat 21 Dec 2019 | 72-5 v Belper TownBelper Town 5-2 Market Drayton Town | BetVictor Northern South East Division |
| 14 | Sat 28 Dec 2019 | 82-9 v Cleethorpes TownMarket Drayton Town 2-9 Cleethorpes Town | BetVictor Northern South East Division |
| 15 | Wed 1 Jan 2020 | 113-2 v Newcastle TownNewcastle Town 2-3 Market Drayton Town | BetVictor Northern South East Division |
| 16 | Sat 4 Jan 2020 | 70-1 v ChasetownMarket Drayton Town 0-1 Chasetown | BetVictor Northern South East Division |
| 17 | Sat 11 Jan 2020 | 71-4 v Leek TownLeek Town 4-1 Market Drayton Town | BetVictor Northern South East Division |
| 18 | Sat 18 Jan 2020 | 71-3 v Worksop TownWorksop Town 3-1 Market Drayton Town | BetVictor Northern South East Division |
| 19 | Sat 25 Jan 2020 | 70-6 v Sutton Coldfield TownMarket Drayton Town 0-6 Sutton Coldfield Town | BetVictor Northern South East Division |
| 20 | Sat 1 Feb 2020 | 81-1 v Lincoln UnitedLincoln United 1-1 Market Drayton Town | BetVictor Northern South East Division |
| 21 | Sat 8 Feb 2020 | 80-1 v Stocksbridge Park SteelsMarket Drayton Town 0-1 Stocksbridge Park Steels | BetVictor Northern South East Division |
| 22 | Sat 22 Feb 2020 | 81-1 v Kidsgrove AthleticKidsgrove Athletic 1-1 Market Drayton Town | BetVictor Northern South East Division |
| 23 | Sat 7 Mar 2020 | 150-1 v IlkestonMarket Drayton Town 0-1 Ilkeston | BetVictor Northern South East Division |
| 24 | Tue 10 Mar 2020 | 8 0-4 v Carlton TownCarlton Town 4-0 Market Drayton Town | BetVictor Northern South East Division |
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