| 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 | Sat 31 Aug 2019 | 0-3 v Peterborough UnitedPeterborough United 3-0 Sunderland | Sky Bet League One |
| 6 | Sat 14 Sep 2019 | 3-1 v Accrington StanleyAccrington Stanley 1-3 Sunderland | Sky Bet League One |
| 7 | Tue 17 Sep 2019 | 1-1 v Rotherham UnitedSunderland 1-1 Rotherham United | Sky Bet League One |
| 8 | Sat 5 Oct 2019 | 0-2 v Lincoln CityLincoln City 2-0 Sunderland | Sky Bet League One |
| 9 | Tue 8 Oct 2019 | 3-2 v Grimsby TownSunderland 3-2 Grimsby Town | Leasing.com Trophy Northern Group A |
| 10 | Sat 19 Oct 2019 | 0-1 v Wycombe WanderersWycombe Wanderers 1-0 Sunderland | Sky Bet League One |
| 11 | Tue 22 Oct 2019 | 5-0 v Tranmere RoversSunderland 5-0 Tranmere Rovers | Sky Bet League One |
| 12 | Sat 26 Oct 2019 | 0-1 v Shrewsbury TownShrewsbury Town 1-0 Sunderland | Sky Bet League One |
| 13 | Tue 29 Oct 2019 | 1-1 v Oxford UnitedOxford United 1-1 Sunderland | Carabao Cup Fourth Round |
| 14 | Sat 2 Nov 2019 | 1-0 v Southend UnitedSunderland 1-0 Southend United | Sky Bet League One |
| 15 | Sat 9 Nov 2019 | 1-1 v GillinghamSunderland 1-1 Gillingham | Emirates FA Cup First Round |
| 16 | Tue 12 Nov 2019 | 0-3 v Scunthorpe UnitedScunthorpe United 3-0 Sunderland | Leasing.com Trophy Northern Group A |
| 17 | Sat 7 Dec 2019 | 0-1 v GillinghamGillingham 1-0 Sunderland | Sky Bet League One |
| 18 | Thu 26 Dec 2019 | 0-0 v Bolton WanderersSunderland 0-0 Bolton Wanderers | Sky Bet League One |
| 19 | Wed 1 Jan 2020 | 1-1 v Fleetwood TownFleetwood Town 1-1 Sunderland | Sky Bet League One |
| 20 | Sat 11 Jan 2020 | 4-0 v Wycombe WanderersSunderland 4-0 Wycombe Wanderers | Sky Bet League One |
| 21 | Wed 29 Jan 2020 | 1-0 v Tranmere RoversTranmere Rovers 0-1 Sunderland | Sky Bet League One |
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