| 1 | Sat 3 Aug 2019 | 1-1 v Oxford UnitedSunderland 1-1 Oxford United | Sky Bet League One |
| 2 | Sat 10 Aug 2019 | 1-1 v Ipswich TownIpswich Town 1-1 Sunderland | Sky Bet League One |
| 3 | Tue 13 Aug 2019 | 3-1 v Accrington StanleyAccrington Stanley 1-3 Sunderland | Carabao Cup First Round |
| 4 | Sat 17 Aug 2019 | 2-1 v PortsmouthSunderland 2-1 Portsmouth | Sky Bet League One |
| 5 | Tue 20 Aug 2019 | 2-1 v RochdaleRochdale 1-2 Sunderland | Sky Bet League One |
| 6 | Wed 28 Aug 2019 | 3-1 v BurnleyBurnley 1-3 Sunderland | Carabao Cup Second Round |
| 7 | Sat 31 Aug 2019 | 0-3 v Peterborough UnitedPeterborough United 3-0 Sunderland | Sky Bet League One |
| 8 | Tue 17 Sep 2019 | 1-1 v Rotherham UnitedSunderland 1-1 Rotherham United | Sky Bet League One |
| 9 | Sat 21 Sep 2019 | 1-1 v Bolton WanderersBolton Wanderers 1-1 Sunderland | Sky Bet League One |
| 10 | Wed 25 Sep 2019 | 1-0 v Sheffield UnitedSheffield United 0-1 Sunderland | Carabao Cup Third Round |
| 11 | Sat 28 Sep 2019 | 2-1 v Milton Keynes DonsSunderland 2-1 Milton Keynes Dons | Sky Bet League One |
| 12 | Sat 5 Oct 2019 | 0-2 v Lincoln CityLincoln City 2-0 Sunderland | Sky Bet League One |
| 13 | Sat 19 Oct 2019 | 0-1 v Wycombe WanderersWycombe Wanderers 1-0 Sunderland | Sky Bet League One |
| 14 | Tue 22 Oct 2019 | 5-0 v Tranmere RoversSunderland 5-0 Tranmere Rovers | Sky Bet League One |
| 15 | Tue 29 Oct 2019 | 1-1 v Oxford UnitedOxford United 1-1 Sunderland | Carabao Cup Fourth Round |
| 16 | Sat 2 Nov 2019 | 1-0 v Southend UnitedSunderland 1-0 Southend United | Sky Bet League One |
| 17 | Sat 9 Nov 2019 | 1-1 v GillinghamSunderland 1-1 Gillingham | Emirates FA Cup First Round |
| 18 | Sat 7 Dec 2019 | 0-1 v GillinghamGillingham 1-0 Sunderland | Sky Bet League One |
| 19 | Sat 8 Feb 2020 | 1-0 v Ipswich TownSunderland 1-0 Ipswich Town | Sky Bet League One |
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