| 1 | Sat 19 Jan 2019 | 1-1 v Scunthorpe UnitedScunthorpe United 1-1 Sunderland | Sky Bet League One |
| 2 | Sat 2 Feb 2019 | 1-0 v AFC WimbledonSunderland 1-0 AFC Wimbledon | Sky Bet League One |
| 3 | Sat 9 Feb 2019 | 1-1 v Oxford UnitedOxford United 1-1 Sunderland | Sky Bet League One |
| 4 | Tue 12 Feb 2019 | 1-1 v BlackpoolSunderland 1-1 Blackpool | Sky Bet League One |
| 5 | Fri 15 Feb 2019 | 2-2 v Accrington StanleySunderland 2-2 Accrington Stanley | Sky Bet League One |
| 6 | Tue 19 Feb 2019 | 4-2 v GillinghamSunderland 4-2 Gillingham | Sky Bet League One |
| 7 | Sat 23 Feb 2019 | 2-0 v Bristol RoversBristol Rovers 0-2 Sunderland | Sky Bet League One |
| 8 | Sat 2 Mar 2019 | 2-0 v Plymouth ArgyleSunderland 2-0 Plymouth Argyle | Sky Bet League One |
| 9 | Tue 5 Mar 2019 | 2-0 v Bristol RoversBristol Rovers 0-2 Sunderland | Checkatrade Trophy Semi Final |
| 10 | Sat 9 Mar 2019 | 1-1 v Wycombe WanderersWycombe Wanderers 1-1 Sunderland | Sky Bet League One |
| 11 | Tue 12 Mar 2019 | 0-0 v BarnsleyBarnsley 0-0 Sunderland | Sky Bet League One |
| 12 | Wed 3 Apr 2019 | 3-0 v Accrington StanleyAccrington Stanley 0-3 Sunderland | Sky Bet League One |
| 13 | Fri 19 Apr 2019 | 2-0 v Doncaster RoversSunderland 2-0 Doncaster Rovers | Sky Bet League One |
| 14 | Mon 22 Apr 2019 | 1-1 v Peterborough UnitedPeterborough United 1-1 Sunderland | Sky Bet League One |
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