| 4. Round | 20/08/2019 | Birmingham City | - | Barnsley FC | 2:0 | ||||
| 10. Round | 01/10/2019 | Wigan Athletic | - | Birmingham City | 1:0 | ||||
| 11. Round | 04/10/2019 | Birmingham City | - | Middlesbrough FC | 2:1 |  |
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| 12. Round | 19/10/2019 | Leeds United | - | Birmingham City | 1:0 | ||||
| 15. Round | 02/11/2019 | Cardiff City | - | Birmingham City | 4:2 | ||||
| 21. Round | 11/12/2019 | Birmingham City | - | Queens Park Rangers | 0:2 |
England
Jamaica