| 3. Runde | 07.01.1989 | Huddersfield Town | - | Sheffield United | 0:1 | ||||
| 4. Runde | 28.01.1989 | Sheffield United | - | Colchester United | 3:3 |  |
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| 4. Runde | 31.01.1989 | Colchester United | - | Sheffield United | 0:2 | |
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| Achtelfinale | 18.02.1989 | Norwich City | - | Sheffield United | 3:2 | |
England