| 3. Runde | 06.01.1990 | Birmingham City | - | Oldham Athletic | 1:1 | ||||
| 3. Runde | 10.01.1990 | Oldham Athletic | - | Birmingham City | 1:0 | ||||
| 4. Runde | 27.01.1990 | Oldham Athletic | - | Brighton & Hove Albion | 2:1 | ||||
| Achtelfinale | 17.02.1990 | Oldham Athletic | - | Everton FC | 2:2 | ||||
| Achtelfinale | 21.02.1990 | Everton FC | - | Oldham Athletic | 1:1 n.V. | ||||
| Achtelfinale | 10.03.1990 | Oldham Athletic | - | Everton FC | 2:1 n.V. |
England
