| 1. Jornada | 08.08.1998 | Crystal Palace | - | Bolton Wanderers | 2:2 | ||||
| 2. Jornada | 15.08.1998 | Bolton Wanderers | - | Grimsby Town | 2:0 |  |
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| 3. Jornada | 23.08.1998 | Bradford City | - | Bolton Wanderers | 2:2 | |
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| 4. Jornada | 29.08.1998 | Bolton Wanderers | - | Sheffield United | 2:2 | |
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| 7. Jornada | 08.09.1998 | West Bromwich Albion | - | Bolton Wanderers | 2:3 | |
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| 9. Jornada | 19.09.1998 | Crewe Alexandra | - | Bolton Wanderers | 4:4 | ||||
| 10. Jornada | 26.09.1998 | Bolton Wanderers | - | Huddersfield Town | 3:0 | |
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| 11. Jornada | 29.09.1998 | Bolton Wanderers | - | Swindon Town | 2:1 | |
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| 12. Jornada | 03.10.1998 | Barnsley FC | - | Bolton Wanderers | 2:2 | ||||
| 14. Jornada | 17.10.1998 | Bolton Wanderers | - | Oxford United | 1:1 | ||||
| 15. Jornada | 20.10.1998 | Bolton Wanderers | - | Watford FC | 1:2 | ||||
| 16. Jornada | 23.10.1998 | Bristol City | - | Bolton Wanderers | 2:1 |
Gales