Bolton Wanderers
1999-2000
[squad stats] [appearance chart]
| Date | K.O. | Comp | Opponents | Ven | Res | Att | ||||
| Sat 7th Aug | --:-- | FL1 | Tranmere Rovers | A | D | 0-0 | 7674 |  |
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| Tue 10th Aug | --:-- | LC | Darlington | A | D | 1-1 | |
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| Sat 14th Aug | --:-- | FL1 | Queens Park Rangers | H | W | 2-1 | 13019 | |
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| Sat 21st Aug | --:-- | FL1 | Ipswich Town | A | L | 0-1 | 17696 | |
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| Tue 24th Aug | --:-- | LC | Darlington | H | W | 5-3 | |
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| Sat 28th Aug | --:-- | FL1 | Manchester City | H | L | 0-1 | 21671 | |
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| Sun 5th Sep | --:-- | FL1 | Birmingham City | H | D | 3-3 | 11668 | |
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| Sat 11th Sep | --:-- | FL1 | Charlton Athletic | A | L | 1-2 | 19028 | |
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| Tue 14th Sep | --:-- | LC | Gillingham | A | W | 4-1 | |
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| Sat 18th Sep | --:-- | FL1 | Barnsley | H | D | 2-2 | 14621 | |
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| Tue 21st Sep | --:-- | LC | Gillingham | H | W | 2-0 | |
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| Sat 25th Sep | --:-- | FL1 | Nottingham Forest | H | W | 3-2 | 14978 | |
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| Sat 2nd Oct | --:-- | FL1 | Swindon Town | A | W | 4-0 | 6711 | |
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| Sat 9th Oct | --:-- | FL1 | Wolverhampton Wanderers | A | L | 0-1 | 18665 | |
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| Wed 13th Oct | --:-- | LC | Derby County | A | W | 2-1 | |
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| Sat 16th Oct | --:-- | FL1 | Huddersfield Town | H | W | 1-0 | 16603 | |
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| Tue 19th Oct | --:-- | FL1 | Crewe Alexandra | H | D | 2-2 | 12676 | |
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| Sun 24th Oct | --:-- | FL1 | Norwich City | A | L | 1-2 | 12468 | |
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| Wed 27th Oct | --:-- | FL1 | Nottingham Forest | A | D | 1-1 | 15572 | |
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| Sat 30th Oct | --:-- | FL1 | Swindon Town | H | W | 2-0 | 12486 | |
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| Sat 6th Nov | --:-- | FL1 | Crystal Palace | H | W | 2-0 | 12744 | |
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| Sun 14th Nov | --:-- | FL1 | Sheffield United | A | W | 2-1 | 10013 | |
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| Sat 20th Nov | --:-- | FL1 | Grimsby Town | H | W | 2-0 | 12415 | |
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| Tue 23rd Nov | --:-- | FL1 | Fulham | A | D | 1-1 | 9642 | |
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| Sat 27th Nov | --:-- | FL1 | Portsmouth | A | D | 0-0 | 10431 | |
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| Tue 30th Nov | --:-- | LC | Sheffield Wednesday | H | W | 1-0 | 12543 |  |
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| Sat 4th Dec | --:-- | FL1 | Tranmere Rovers | H | L | 2-3 | 15534 | |
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| Tue 7th Dec | --:-- | FL1 | Blackburn Rovers | A | L | 1-3 | 21046 | |
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| Tue 14th Dec | --:-- | LC | Wimbledon | H | W | 2-1 | 9463 | |
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| Sat 18th Dec | --:-- | FL1 | Stockport County | H | L | 0-1 | 13285 | |
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| Tue 21st Dec | --:-- | FAC | Cardiff City | H | W | 1-0 | |
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| Tue 28th Dec | --:-- | FL1 | West Bromwich Albion | H | D | 1-1 | 16269 | |
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| Mon 3rd Jan | --:-- | FL1 | Walsall | A | L | 0-2 | 6873 | |
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| Sat 8th Jan | --:-- | FAC | Grimsby Town | A | W | 2-0 | |
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| Wed 12th Jan | --:-- | LC | Tranmere Rovers | H | L | 0-1 | 13303 | |
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| Sat 15th Jan | --:-- | FL1 | Queens Park Rangers | A | W | 1-0 | 11396 | |
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| Sat 22nd Jan | --:-- | FL1 | Ipswich Town | H | D | 1-1 | 11924 | |
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| Wed 26th Jan | --:-- | LC | Tranmere Rovers | A | L | 0-3 | 15834 | |
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| Sat 29th Jan | --:-- | FAC | Cambridge United | A | W | 3-1 | 7523 | |
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| Sat 5th Feb | --:-- | FL1 | Blackburn Rovers | H | W | 3-1 | 17687 | |
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| Tue 8th Feb | --:-- | FL1 | Port Vale | A | W | 1-0 | 5092 | |
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| Sat 12th Feb | --:-- | FL1 | Birmingham City | A | L | 1-2 | 18426 | |
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| Sat 19th Feb | --:-- | FAC | Charlton Athletic | H | W | 1-0 | 20131 | |
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| Tue 22nd Feb | --:-- | FL1 | Portsmouth | H | W | 3-0 | 12672 | |
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| Sat 26th Feb | --:-- | FL1 | Barnsley | A | D | 1-1 | 14604 | |
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| Sat 4th Mar | --:-- | FL1 | Charlton Athletic | H | L | 0-2 | 15000 | |
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| Tue 7th Mar | --:-- | FL1 | Crystal Palace | A | D | 0-0 | 15236 | |
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| Sat 11th Mar | --:-- | FL1 | Fulham | H | W | 3-1 | 12761 | |
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| Tue 14th Mar | --:-- | FL1 | Stockport County | A | D | 0-0 | 6412 | |
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| Sat 18th Mar | --:-- | FL1 | Grimsby Town | A | W | 1-0 | 5289 | |
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| Tue 21st Mar | --:-- | FL1 | Sheffield United | H | W | 2-0 | 11891 | |
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| Sat 25th Mar | --:-- | FL1 | Port Vale | H | W | 2-1 | 12292 | |
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| Sun 2nd Apr | --:-- | FAC | Aston Villa | - | D | 0-0 | 62828 | |
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| Wed 5th Apr | --:-- | FL1 | Manchester City | A | L | 0-2 | 32927 | |
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| Sat 8th Apr | --:-- | FL1 | Walsall | H | W | 4-3 | 11777 | |
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| Sat 15th Apr | --:-- | FL1 | West Bromwich Albion | A | D | 4-4 | 12802 | |
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| Sat 22nd Apr | --:-- | FL1 | Huddersfield Town | A | W | 3-0 | 16404 | |
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| Sat 29th Apr | --:-- | FL1 | Crewe Alexandra | A | W | 3-1 | 8015 | |
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| Wed 3rd May | --:-- | FL1 | Wolverhampton Wanderers | H | W | 2-1 | 18871 | |
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| Sun 7th May | --:-- | FL1 | Norwich City | H | W | 1-0 | 17987 | |
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| Sun 14th May | 13:00 | FL1 P/O | Ipswich Town | H | D | 2-2 | 18814 | |
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| Wed 17th May | 19:45 | FL1 P/O | Ipswich Town | A | L | 3-5 | 21543 | |