| 1 | Sat 10 Aug 2019 | 0-2 v Lincoln CityRotherham United 0-2 Lincoln City | Sky Bet League One |
| 2 | Tue 13 Aug 2019 | 4-0 v Shrewsbury TownShrewsbury Town 0-4 Rotherham United | Carabao Cup First Round |
| 3 | Sat 14 Sep 2019 | 6-1 v Bolton WanderersRotherham United 6-1 Bolton Wanderers | Sky Bet League One |
| 4 | Sat 21 Sep 2019 | 0-0 v Shrewsbury TownRotherham United 0-0 Shrewsbury Town | Sky Bet League One |
| 5 | Sat 28 Sep 2019 | 0-1 v Bristol RoversBristol Rovers 1-0 Rotherham United | Sky Bet League One |
| 6 | Sat 5 Oct 2019 | 4-0 v Coventry CityRotherham United 4-0 Coventry City | Sky Bet League One |
| 7 | Sat 19 Oct 2019 | 1-2 v Oxford UnitedRotherham United 1-2 Oxford United | Sky Bet League One |
| 8 | Sat 26 Oct 2019 | 0-1 v Wycombe WanderersRotherham United 0-1 Wycombe Wanderers | Sky Bet League One |
| 9 | Sat 2 Nov 2019 | 3-0 v GillinghamGillingham 0-3 Rotherham United | Sky Bet League One |
| 10 | Sat 9 Nov 2019 | 3-1 v Maidenhead UnitedMaidenhead United 1-3 Rotherham United | Emirates FA Cup First Round |
| 11 | Sat 16 Nov 2019 | 1-0 v Accrington StanleyRotherham United 1-0 Accrington Stanley | Sky Bet League One |
| 12 | Sat 23 Nov 2019 | 3-2 v Milton Keynes DonsMilton Keynes Dons 2-3 Rotherham United | Sky Bet League One |
| 13 | Tue 26 Nov 2019 | 2-3 v PortsmouthPortsmouth 3-2 Rotherham United | Sky Bet League One |
| 14 | Mon 2 Dec 2019 | 4-3 v Solihull MoorsSolihull Moors 3-4 Rotherham United | Emirates FA Cup Second Round |
| 15 | Sat 7 Dec 2019 | 0-1 v RochdaleRotherham United 0-1 Rochdale | Sky Bet League One |
| 16 | Sat 21 Dec 2019 | 2-2 v Fleetwood TownRotherham United 2-2 Fleetwood Town | Sky Bet League One |
| 17 | Thu 26 Dec 2019 | 2-1 v Shrewsbury TownShrewsbury Town 1-2 Rotherham United | Sky Bet League One |
| 18 | Sun 29 Dec 2019 | 4-0 v Peterborough UnitedRotherham United 4-0 Peterborough United | Sky Bet League One |
| 19 | Wed 1 Jan 2020 | 2-1 v BlackpoolRotherham United 2-1 Blackpool | Sky Bet League One |
| 20 | Sat 4 Jan 2020 | 2-3 v Hull CityRotherham United 2-3 Hull City | Emirates FA Cup Third Round |
| 21 | Sat 11 Jan 2020 | 1-1 v Coventry CityCoventry City 1-1 Milton Keynes Dons | Sky Bet League One |
| 22 | Tue 14 Jan 2020 | 0-1 v Burton AlbionBurton Albion 1-0 Milton Keynes Dons | Sky Bet League One |
| 23 | Sat 18 Jan 2020 | 0-1 v SunderlandMilton Keynes Dons 0-1 Sunderland | Sky Bet League One |
| 24 | Tue 28 Jan 2020 | 2-1 v RochdaleMilton Keynes Dons 2-1 Rochdale | Sky Bet League One |
| 25 | Sat 1 Feb 2020 | 2-0 v Wycombe WanderersMilton Keynes Dons 2-0 Wycombe Wanderers | Sky Bet League One |
| 26 | Sat 8 Feb 2020 | 1-1 v Shrewsbury TownShrewsbury Town 1-1 Milton Keynes Dons | Sky Bet League One |
| 27 | Tue 11 Feb 2020 | 1-1 v Lincoln CityLincoln City 1-1 Milton Keynes Dons | Sky Bet League One |
| 28 | Sat 22 Feb 2020 | 1-0 v Bolton WanderersMilton Keynes Dons 1-0 Bolton Wanderers | Sky Bet League One |
| 29 | Tue 25 Feb 2020 | 1-3 v PortsmouthPortsmouth 3-1 Milton Keynes Dons | Sky Bet League One |
| 30 | Sat 7 Mar 2020 | 0-1 v Doncaster RoversMilton Keynes Dons 0-1 Doncaster Rovers | Sky Bet League One |
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