| 1 | Sat 10 Aug 2019 | 1-0 v Shrewsbury TownMilton Keynes Dons 1-0 Shrewsbury Town | Sky Bet League One |
| 2 | Tue 27 Aug 2019 | 4-1 v Southend UnitedSouthend United 1-4 Milton Keynes Dons | Carabao Cup Second Round |
| 3 | Sat 31 Aug 2019 | 1-2 v Accrington StanleyAccrington Stanley 2-1 Milton Keynes Dons | Sky Bet League One |
| 4 | Tue 3 Sep 2019 | 3-0 v StevenageStevenage 0-3 Milton Keynes Dons | Leasing.com Trophy Southern Group G |
| 5 | Sat 7 Sep 2019 | 2-1 v AFC WimbledonMilton Keynes Dons 2-1 AFC Wimbledon | Sky Bet League One |
| 6 | Sat 14 Sep 2019 | 3-0 v BlackpoolBlackpool 0-3 Milton Keynes Dons | Sky Bet League One |
| 7 | Tue 17 Sep 2019 | 0-1 v Ipswich TownMilton Keynes Dons 0-1 Ipswich Town | Sky Bet League One |
| 8 | Sat 21 Sep 2019 | 0-1 v Southend UnitedMilton Keynes Dons 0-1 Southend United | Sky Bet League One |
| 9 | Wed 25 Sep 2019 | 0-2 v LiverpoolMilton Keynes Dons 0-2 Liverpool | Carabao Cup Third Round |
| 10 | Sat 5 Oct 2019 | 0-3 v Burton AlbionMilton Keynes Dons 0-3 Burton Albion | Sky Bet League One |
| 11 | Sat 12 Oct 2019 | 0-1 v Bristol RoversBristol Rovers 1-0 Milton Keynes Dons | Sky Bet League One |
| 12 | Sat 19 Oct 2019 | 0-0 v Coventry CityMilton Keynes Dons 0-0 Coventry City | Sky Bet League One |
| 13 | Sat 26 Oct 2019 | 0-1 v Fleetwood TownFleetwood Town 1-0 Milton Keynes Dons | Sky Bet League One |
| 14 | Sat 2 Nov 2019 | 1-3 v Tranmere RoversMilton Keynes Dons 1-3 Tranmere Rovers | Sky Bet League One |
| 15 | Sat 16 Nov 2019 | 0-1 v Bolton WanderersBolton Wanderers 1-0 Milton Keynes Dons | Sky Bet League One |
| 16 | Sat 23 Nov 2019 | 2-3 v Rotherham UnitedMilton Keynes Dons 2-3 Rotherham United | Sky Bet League One |
| 17 | Tue 3 Dec 2019 | 2-0 v Coventry CityMilton Keynes Dons 2-0 Coventry City | Leasing.com Trophy Second Round |
| 18 | Sat 7 Dec 2019 | 1-1 v Doncaster RoversDoncaster Rovers 1-1 Milton Keynes Dons | Sky Bet League One |
| 19 | Sat 14 Dec 2019 | 1-0 v Oxford UnitedMilton Keynes Dons 1-0 Oxford United | Sky Bet League One |
| 20 | Sat 21 Dec 2019 | 1-3 v GillinghamGillingham 3-1 Milton Keynes Dons | Sky Bet League One |
| 21 | Thu 26 Dec 2019 | 2-2 v Southend UnitedSouthend United 2-2 Milton Keynes Dons | Sky Bet League One |
| 22 | Sun 29 Dec 2019 | 3-1 v PortsmouthMilton Keynes Dons 3-1 Portsmouth | Sky Bet League One |
| 23 | Wed 1 Jan 2020 | 3-0 v Bristol RoversMilton Keynes Dons 3-0 Bristol Rovers | Sky Bet League One |
| 24 | Tue 7 Jan 2020 | 0-3 v Newport CountyNewport County 3-0 Milton Keynes Dons | Leasing.com Trophy Round of 16 |
| 25 | Sat 11 Jan 2020 | 1-1 v Coventry CityCoventry City 1-1 Milton Keynes Dons | Sky Bet League One |
| 26 | Tue 14 Jan 2020 | 0-1 v Burton AlbionBurton Albion 1-0 Milton Keynes Dons | Sky Bet League One |
| 27 | Sat 18 Jan 2020 | 0-1 v SunderlandMilton Keynes Dons 0-1 Sunderland | Sky Bet League One |
| 28 | Tue 28 Jan 2020 | 2-1 v RochdaleMilton Keynes Dons 2-1 Rochdale | Sky Bet League One |
| 29 | Sat 29 Feb 2020 | 1-1 v Rotherham UnitedRotherham United 1-1 Milton Keynes Dons | Sky Bet League One |
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