| 2. Runde | 03.10.1989 | Watford FC | - | Bolton Wanderers | 1:1 | ||||
| 3. Runde | 24.10.1989 | Swindon Town | - | Bolton Wanderers | 3:3 | ||||
| 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. | ||||
| 3. Runde | 21.11.1989 | Swindon Town | - | Bolton Wanderers | 2:1 n.V. |
Wales