| 1 | Sat 10 Aug 2019 | 1-0 v Shrewsbury TownMilton Keynes Dons 1-0 Shrewsbury Town | Sky Bet League One |
| 2 | Sat 12 Oct 2019 | 0-1 v Bristol RoversBristol Rovers 1-0 Milton Keynes Dons | Sky Bet League One |
| 3 | Sat 19 Oct 2019 | 0-0 v Coventry CityMilton Keynes Dons 0-0 Coventry City | Sky Bet League One |
| 4 | Tue 22 Oct 2019 | 0-2 v RochdaleRochdale 2-0 Milton Keynes Dons | Sky Bet League One |
| 5 | Sat 2 Nov 2019 | 1-3 v Tranmere RoversMilton Keynes Dons 1-3 Tranmere Rovers | Sky Bet League One |
| 6 | Sat 9 Nov 2019 | 0-1 v Port ValeMilton Keynes Dons 0-1 Port Vale | Emirates FA Cup First Round |
| 7 | Sat 16 Nov 2019 | 0-1 v Bolton WanderersBolton Wanderers 1-0 Milton Keynes Dons | Sky Bet League One |
| 8 | Sat 23 Nov 2019 | 2-3 v Rotherham UnitedMilton Keynes Dons 2-3 Rotherham United | Sky Bet League One |
| 9 | Sat 7 Dec 2019 | 1-1 v Doncaster RoversDoncaster Rovers 1-1 Milton Keynes Dons | Sky Bet League One |
| 10 | Sat 14 Dec 2019 | 1-0 v Oxford UnitedMilton Keynes Dons 1-0 Oxford United | Sky Bet League One |
| 11 | Sat 21 Dec 2019 | 1-3 v GillinghamGillingham 3-1 Milton Keynes Dons | Sky Bet League One |
| 12 | Thu 26 Dec 2019 | 2-2 v Southend UnitedSouthend United 2-2 Milton Keynes Dons | Sky Bet League One |
| 13 | Sun 29 Dec 2019 | 3-1 v PortsmouthMilton Keynes Dons 3-1 Portsmouth | Sky Bet League One |
| 14 | Wed 1 Jan 2020 | 3-0 v Bristol RoversMilton Keynes Dons 3-0 Bristol Rovers | Sky Bet League One |
| 15 | Tue 7 Jan 2020 | 0-3 v Newport CountyNewport County 3-0 Milton Keynes Dons | Leasing.com Trophy Round of 16 |
| 16 | Sat 1 Feb 2020 | 2-0 v Wycombe WanderersMilton Keynes Dons 2-0 Wycombe Wanderers | Sky Bet League One |
| 17 | Tue 11 Feb 2020 | 1-1 v Lincoln CityLincoln City 1-1 Milton Keynes Dons | Sky Bet League One |
| 18 | Sat 22 Feb 2020 | 1-0 v Bolton WanderersMilton Keynes Dons 1-0 Bolton Wanderers | Sky Bet League One |
| 19 | Tue 25 Feb 2020 | 1-3 v PortsmouthPortsmouth 3-1 Milton Keynes Dons | Sky Bet League One |
| 20 | Sat 7 Mar 2020 | 0-1 v Doncaster RoversMilton Keynes Dons 0-1 Doncaster Rovers | Sky Bet League One |
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