| 1. Round | 03/08/2019 | Sunderland AFC | - | Oxford United | 1:1 | ||||
| 14. Round | 19/10/2019 | Wycombe Wanderers | - | Sunderland AFC | 1:0 | ||||
| 15. Round | 22/10/2019 | Sunderland AFC | - | Tranmere Rovers | 5:0 |  |
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| 16. Round | 26/10/2019 | Shrewsbury Town | - | Sunderland AFC | 1:0 | ||||
| 17. Round | 02/11/2019 | Sunderland AFC | - | Southend United | 1:0 | ||||
| 19. Round | 23/11/2019 | Sunderland AFC | - | Coventry City | 1:1 | ||||
| 7. Round | 26/11/2019 | Sunderland AFC | - | Burton Albion | 1:2 | ||||
| 21. Round | 14/12/2019 | Sunderland AFC | - | Blackpool FC | 1:1 | ||||
| 23. Round | 26/12/2019 | Sunderland AFC | - | Bolton Wanderers | 0:0 | ||||
| 24. Round | 29/12/2019 | Doncaster Rovers | - | Sunderland AFC | 1:2 | ||||
| 25. Round | 01/01/2020 | Fleetwood Town | - | Sunderland AFC | 1:1 | ||||
| 26. Round | 04/01/2020 | Sunderland AFC | - | Lincoln City | 3:1 | ||||
| 29. Round | 24/01/2020 | Sunderland AFC | - | Doncaster Rovers | 0:0 | ||||
| 31. Round | 01/02/2020 | Portsmouth FC | - | Sunderland AFC | 2:0 | ||||
| 33. Round | 11/02/2020 | Sunderland AFC | - | Rochdale AFC | 3:0 | ||||
| 35. Round | 22/02/2020 | Sunderland AFC | - | Bristol Rovers | 3:0 | ||||
| 13. Round | 25/02/2020 | Sunderland AFC | - | Fleetwood Town | 1:1 |
England