| 2. Runde | 19.09.1989 | Bolton Wanderers | - | Watford FC | 2:1 |  |
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| 2. Runde | 03.10.1989 | Watford FC | - | Bolton Wanderers | 1:1 | ||||
| 3. Runde | 24.10.1989 | Swindon Town | - | Bolton Wanderers | 3:3 | |
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| 3. Runde | 07.11.1989 | Bolton Wanderers | - | Swindon Town | 1:1 n.V. | ||||
| 3. Runde | 14.11.1989 | Bolton Wanderers | - | Swindon Town | 1:1 n.V. | |
England