| 1. Round | 09/08/2019 | West Bromwich Albion U23 | - | Manchester United U23 | 0:5 | ||||
| 3. Round | 23/08/2019 | West Bromwich Albion U23 | - | Sunderland AFC U23 | 6:0 | ||||
| 4. Round | 02/09/2019 | Reading FC U23 | - | West Bromwich Albion U23 | 2:1 | ||||
| 5. Round | 16/09/2019 | West Ham United U23 | - | West Bromwich Albion U23 | 2:0 | ||||
| 8. Round | 18/10/2019 | Norwich City U23 | - | West Bromwich Albion U23 | 2:4 |  |
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| 13. Round | 16/12/2019 | West Bromwich Albion U23 | - | Fulham FC U23 | 3:1 | |
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| 15. Round | 13/01/2020 | Sunderland AFC U23 | - | West Bromwich Albion U23 | 0:4 | ||||
| 18. Round | 02/03/2020 | Swansea City U23 | - | West Bromwich Albion U23 | 0:1 |
England