| 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 | ||||
| 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 |  |
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| 8. Round | 19/10/2019 | Swansea City [U18] | - | Fulham FC [U18] | 1:5 | |
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| 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 | ||||
| 13. Round | 23/01/2020 | Southampton FC [U18] | - | Swansea City [U18] | 5:0 | ||||
| 15. Round | 01/02/2020 | Swansea City [U18] | - | Aston Villa [U18] | 1:4 |
England