| 1 | 17/8/2019 | 83-4 v Belper TownMarket Drayton Town 3-4 Belper Town | BetVictor Northern South East Division |
| 2 | 26/8/2019 | 102-5 v Newcastle TownMarket Drayton Town 2-5 Newcastle Town | BetVictor Northern South East Division |
| 3 | 31/8/2019 | 61-0 v Spalding UnitedSpalding United 0-1 Market Drayton Town | BetVictor Northern South East Division |
| 4 | 3/9/2019 | 101-2 v Leek TownMarket Drayton Town 1-2 Leek Town | BetVictor Northern South East Division |
| 5 | 7/9/2019 | 82-3 v Lincoln UnitedMarket Drayton Town 2-3 Lincoln United | BetVictor Northern South East Division |
| 6 | 10/9/2019 | 100-2 v Kidsgrove AthleticMarket Drayton Town 0-2 Kidsgrove Athletic | BetVictor Northern South East Division |
| 7 | 14/9/2019 | 80-3 v IlkestonIlkeston 3-0 Market Drayton Town | BetVictor Northern South East Division |
| 8 | 21/9/2019 | 80-2 v Frickley AthleticMarket Drayton Town 0-2 Frickley Athletic | BetVictor Northern South East Division |
| 9 | 28/9/2019 | 100-2 v Sutton Coldfield TownSutton Coldfield Town 2-0 Market Drayton Town | BetVictor Northern South East Division |
| 10 | 5/10/2019 | 71-4 v Worksop TownMarket Drayton Town 1-4 Worksop Town | BetVictor Northern South East Division |
| 11 | 19/10/2019 | 104-3 v SheffieldSheffield 3-4 Market Drayton Town | BetVictor Northern South East Division |
| 12 | 2/11/2019 | 102-1 v Wisbech TownMarket Drayton Town 2-1 Wisbech Town | BetVictor Northern South East Division |
| 13 | 16/11/2019 | 100-3 v StamfordMarket Drayton Town 0-3 Stamford | BetVictor Northern South East Division |
| 14 | 23/11/2019 | 101-0 v Glossop North EndGlossop North End 0-1 Market Drayton Town | BetVictor Northern South East Division |
