| 2. Round | 18/09/1989 | Cambridge United | - | Derby County | 2:1 | ||||
| 2. Round | 04/10/1989 | Derby County | - | Cambridge United | 5:0 |  |
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| 3. Round | 25/10/1989 | Derby County | - | Sheffield Wednesday | 2:1 | |
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| Round of 16 | 21/11/1989 | Derby County | - | West Bromwich Albion | 2:0 | ||||
| Quarter-finals | 16/01/1990 | West Ham United | - | Derby County | 1:1 | |
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| Quarter-finals | 23/01/1990 | Derby County | - | West Ham United | 0:0 aet | ||||
| Quarter-finals | 30/01/1990 | West Ham United | - | Derby County | 2:1 | |
Wales