| 31. Round | 02/02/2019 | Sunderland AFC | - | AFC Wimbledon | 1:0 | ||||
| 37. Round | 12/03/2019 | Barnsley FC | - | Sunderland AFC | 0:0 | ||||
| 21. Round | 03/04/2019 | Accrington Stanley | - | Sunderland AFC | 0:3 |  |
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| 41. Round | 06/04/2019 | Rochdale AFC | - | Sunderland AFC | 1:2 | ||||
| 40. Round | 09/04/2019 | Sunderland AFC | - | Burton Albion | 1:1 | ||||
| 42. Round | 13/04/2019 | Sunderland AFC | - | Coventry City | 4:5 | ||||
| 39. Round | 30/04/2019 | Fleetwood Town | - | Sunderland AFC | 2:1 | ||||
| 46. Round | 04/05/2019 | Southend United | - | Sunderland AFC | 2:1 |
England
Jamaica