| 3. Round | 07/01/2019 | Wolverhampton Wanderers | - | Liverpool FC | 2:1 | ||||
| 4. Round | 26/01/2019 | Shrewsbury Town | - | Wolverhampton Wanderers | 2:2 |  |
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| 4. Round | 05/02/2019 | Wolverhampton Wanderers | - | Shrewsbury Town | 3:2 | |
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| Round of 16 | 17/02/2019 | Bristol City | - | Wolverhampton Wanderers | 0:1 | ||||
| Quarter-finals | 16/03/2019 | Wolverhampton Wanderers | - | Manchester United | 2:1 | ||||
| Semi-finals | 07/04/2019 | Watford FC | - | Wolverhampton Wanderers | 3:2 aet | |
Ireland
