| 3e Ronde | 07.01.2019 | Wolverhampton Wanderers | - | Liverpool FC | 2:1 | ||||
| 4e Ronde | 26.01.2019 | Shrewsbury Town | - | Wolverhampton Wanderers | 2:2 |  |
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| 4e Ronde | 05.02.2019 | Wolverhampton Wanderers | - | Shrewsbury Town | 3:2 | |
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| Achtste finale | 17.02.2019 | Bristol City | - | Wolverhampton Wanderers | 0:1 | ||||
| Kwartfinale | 16.03.2019 | Wolverhampton Wanderers | - | Manchester United | 2:1 | ||||
| Halve Finale | 07.04.2019 | Watford FC | - | Wolverhampton Wanderers | 3:2 n.v. | |
Ierland