| 1. Round | 09/08/2019 | Norwich City U23 | - | Swansea City U23 | 0:1 | ||||
| 2. Round | 19/08/2019 | Swansea City U23 | - | Aston Villa U23 | 1:1 | ||||
| 3. Round | 23/08/2019 | Middlesbrough FC U23 | - | Swansea City U23 | 3:2 | ||||
| 4. Round | 31/08/2019 | Swansea City U23 | - | Stoke City U23 | 3:4 |  |
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| 5. Round | 16/09/2019 | Reading FC U23 | - | Swansea City U23 | 5:0 | ||||
| 6. Round | 22/09/2019 | Swansea City U23 | - | Sunderland AFC U23 | 1:0 | ||||
| 7. Round | 30/09/2019 | Newcastle United U23 | - | Swansea City U23 | 0:1 | |
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| 14. Round | 06/01/2020 | Stoke City U23 | - | Swansea City U23 | 0:1 | ||||
| 15. Round | 13/01/2020 | Swansea City U23 | - | Middlesbrough FC U23 | 5:1 | ||||
| 16. Round | 03/02/2020 | Swansea City U23 | - | Newcastle United U23 | 0:4 | ||||
| 18. Round | 02/03/2020 | Swansea City U23 | - | West Bromwich Albion U23 | 0:1 | |
England