| 1 | Sat 10 Aug 2019 | 21-0 v Prescot CablesPrescot Cables 0-1 Market Drayton Town | Friendly |
| 2 | Sat 17 Aug 2019 | 23-4 v Belper TownMarket Drayton Town 3-4 Belper Town | BetVictor Northern South East Division |
| 3 | Tue 10 Sep 2019 | 170-2 v Kidsgrove AthleticMarket Drayton Town 0-2 Kidsgrove Athletic | BetVictor Northern South East Division |
| 4 | Tue 24 Sep 2019 | 110-7 v Loughborough DynamoLoughborough Dynamo 7-0 Market Drayton Town | BetVictor Northern South East Division |
| 5 | Sat 28 Sep 2019 | 20-2 v Sutton Coldfield TownSutton Coldfield Town 2-0 Market Drayton Town | BetVictor Northern South East Division |
| 6 | Sat 5 Oct 2019 | 21-4 v Worksop TownMarket Drayton Town 1-4 Worksop Town | BetVictor Northern South East Division |
| 7 | Sun 13 Oct 2019 | 71-2 v Cambridge CityCambridge City 2-1 Market Drayton Town | Buildbase FA Trophy Preliminary Round |
| 8 | Sat 19 Oct 2019 | 24-3 v SheffieldSheffield 3-4 Market Drayton Town | BetVictor Northern South East Division |
| 9 | Sat 16 Nov 2019 | 30-3 v StamfordMarket Drayton Town 0-3 Stamford | BetVictor Northern South East Division |
| 10 | Sat 23 Nov 2019 | 111-0 v Glossop North EndGlossop North End 0-1 Market Drayton Town | BetVictor Northern South East Division |
| 11 | Tue 3 Dec 2019 | 3 2-0 v Sutton Coldfield TownMarket Drayton Town 2-0 Sutton Coldfield Town | Integro League Cup First Round |
| 12 | Sat 7 Dec 2019 | 111-4 v Frickley AthleticFrickley Athletic 4-1 Market Drayton Town | BetVictor Northern South East Division |
| 13 | Mon 9 Dec 2019 | 121-2 v Kidsgrove AthleticKidsgrove Athletic 2-1 Market Drayton Town | Integro League Cup Second Round |
| 14 | Sat 21 Dec 2019 | 32-5 v Belper TownBelper Town 5-2 Market Drayton Town | BetVictor Northern South East Division |
| 15 | Sat 25 Jan 2020 | 20-6 v Sutton Coldfield TownMarket Drayton Town 0-6 Sutton Coldfield Town | BetVictor Northern South East Division |
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