| 1. Round | 10/08/2019 | West Ham United [U18] | - | Swansea City [U18] | 2:1 | ||||
| 2. Round | 17/08/2019 | Swansea City [U18] | - | Southampton FC [U18] | 4:2 | ||||
| 3. Round | 24/08/2019 | Aston Villa [U18] | - | Swansea City [U18] | 0:0 | ||||
| 4. Round | 31/08/2019 | Swansea City [U18] | - | Tottenham Hotspur [U18] | 0:4 | ||||
| 5. Round | 14/09/2019 | Reading FC [U18] | - | Swansea City [U18] | 3:1 | ||||
| 6. Round | 21/09/2019 | Swansea City [U18] | - | Leicester City [U18] | 1:5 | ||||
| 7. Round | 05/10/2019 | Brighton & Hove Albion [U18] | - | Swansea City [U18] | 3:2 | ||||
| 8. Round | 19/10/2019 | Swansea City [U18] | - | Fulham FC [U18] | 1:5 | ||||
| 12. Round | 02/11/2019 | Swansea City [U18] | - | West Ham United [U18] | 2:8 | ||||
| 9. Round | 09/11/2019 | Norwich City [U18] | - | Swansea City [U18] | 3:3 | ||||
| 11. Round | 07/12/2019 | Swansea City [U18] | - | Chelsea FC [U18] | 0:8 | ||||
| 14. Round | 18/01/2020 | Tottenham Hotspur [U18] | - | Swansea City [U18] | 3:0 |
England