| 26. Jornada | 03.01.2000 | Walsall FC | - | Bolton Wanderers | 2:0 |  |
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| 31. Jornada | 12.02.2000 | Birmingham City | - | Bolton Wanderers | 2:1 |  |
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| 32. Jornada | 22.02.2000 | Bolton Wanderers | - | Portsmouth FC | 3:0 | ||||
| 34. Jornada | 04.03.2000 | Bolton Wanderers | - | Charlton Athletic | 0:2 | |
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| 35. Jornada | 07.03.2000 | Crystal Palace | - | Bolton Wanderers | 0:0 | ||||
| 36. Jornada | 11.03.2000 | Bolton Wanderers | - | Fulham FC | 3:1 | ||||
| 40. Jornada | 14.03.2000 | Stockport County | - | Bolton Wanderers | 0:0 | ||||
| 37. Jornada | 18.03.2000 | Grimsby Town | - | Bolton Wanderers | 0:1 | ||||
| 38. Jornada | 21.03.2000 | Bolton Wanderers | - | Sheffield United | 2:0 | ||||
| 39. Jornada | 25.03.2000 | Bolton Wanderers | - | Port Vale FC | 2:1 | |
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| 43. Jornada | 22.04.2000 | Huddersfield Town | - | Bolton Wanderers | 0:3 | ||||
| 45. Jornada | 29.04.2000 | Crewe Alexandra | - | Bolton Wanderers | 1:3 | |
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| 44. Jornada | 03.05.2000 | Bolton Wanderers | - | Wolverhampton Wanderers | 2:1 | ||||
| 46. Jornada | 07.05.2000 | Bolton Wanderers | - | Norwich City | 1:0 |
Escocia