| 1. Round | 10/08/2019 | Everton FC [U18] | - | Derby County [U18] | 2:1 |  |
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| 2. Round | 17/08/2019 | Derby County [U18] | - | West Bromwich Albion [U18] | 1:3 | ||||
| 3. Round | 24/08/2019 | Newcastle United [U18] | - | Derby County [U18] | 2:1 | ||||
| 4. Round | 31/08/2019 | Derby County [U18] | - | Middlesbrough FC [U18] | 4:1 | ||||
| 5. Round | 14/09/2019 | Derby County [U18] | - | Manchester United [U18] | 5:1 | ||||
| 6. Round | 21/09/2019 | Stoke City [U18] | - | Derby County [U18] | 1:0 | ||||
| 15. Round | 01/02/2020 | Derby County [U18] | - | Newcastle United [U18] | 1:3 | ||||
| 12. Round | 15/02/2020 | Derby County [U18] | - | Everton FC [U18] | 4:1 | ||||
| 16. Round | 22/02/2020 | Manchester United [U18] | - | Derby County [U18] | 1:2 | ||||
| 20. Round | 07/03/2020 | Wolverhampton Wanderers [U18] | - | Derby County [U18] | 1:1 |
England