| 1. Round | 10/08/2019 | Manchester United [U18] | - | Sunderland AFC [U18] | 3:0 |  |
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| 2. Round | 17/08/2019 | Sunderland AFC [U18] | - | Blackburn Rovers [U18] | 2:5 | ||||
| 3. Round | 24/08/2019 | Sunderland AFC [U18] | - | Stoke City [U18] | 1:4 | |
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| 5. Round | 14/09/2019 | Everton FC [U18] | - | Sunderland AFC [U18] | 10:0 | ||||
| 6. Round | 21/09/2019 | Sunderland AFC [U18] | - | Newcastle United [U18] | 1:2 | ||||
| 7. Round | 04/10/2019 | West Bromwich Albion [U18] | - | Sunderland AFC [U18] | 2:1 | ||||
| 8. Round | 19/10/2019 | Sunderland AFC [U18] | - | Derby County [U18] | 0:3 | ||||
| 9. Round | 02/11/2019 | Middlesbrough FC [U18] | - | Sunderland AFC [U18] | 4:3 | ||||
| 11. Round | 07/12/2019 | Sunderland AFC [U18] | - | Manchester City [U18] | 0:7 | ||||
| 13. Round | 11/01/2020 | Blackburn Rovers [U18] | - | Sunderland AFC [U18] | 2:0 | ||||
| 10. Round | 25/01/2020 | Liverpool FC [U18] | - | Sunderland AFC [U18] | 4:0 | ||||
| 15. Round | 01/02/2020 | Stoke City [U18] | - | Sunderland AFC [U18] | 5:0 | ||||
| 16. Round | 22/02/2020 | Sunderland AFC [U18] | - | Everton FC [U18] | 2:7 |
England