Sheffield Wednesday
1999-2000
[squad stats] [appearance chart]
| Date | K.O. | Comp | Opponents | Ven | Res | Att | ||||
| Sat 7th Aug | --:-- | Prem | Liverpool | H | L | 1-2 | 34853 |  |
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| Wed 11th Aug | --:-- | Prem | Manchester United | A | L | 0-4 | 54941 | |
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| Sat 14th Aug | --:-- | Prem | Bradford City | A | D | 1-1 | 18276 | |
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| Sat 21st Aug | --:-- | Prem | Tottenham Hotspur | H | L | 1-2 | 24027 | |
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| Wed 25th Aug | --:-- | Prem | Derby County | H | L | 0-2 | 20943 | |
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| Sat 28th Aug | --:-- | Prem | Southampton | A | L | 0-2 | 14815 | |
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| Sat 11th Sep | --:-- | Prem | Everton | H | L | 0-2 | 23539 | |
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| Tue 14th Sep | --:-- | LC | Stoke City | A | D | 0-0 | |
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| Sun 19th Sep | --:-- | Prem | Newcastle United | A | L | 0-8 | 36619 | |
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| Wed 22nd Sep | --:-- | LC | Stoke City | H | W | 3-1 | |
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| Sat 25th Sep | --:-- | Prem | Sunderland | A | L | 0-1 | 41132 | |
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| Sat 2nd Oct | --:-- | Prem | Wimbledon | H | W | 5-1 | 18077 | |
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| Wed 13th Oct | --:-- | LC | Nottingham Forest | H | W | 4-1 | 15524 |  |
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| Sat 16th Oct | --:-- | Prem | Leeds United | A | L | 0-2 | 39437 | |
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| Sat 23rd Oct | --:-- | Prem | Coventry City | H | D | 0-0 | 23296 | |
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| Sat 30th Oct | --:-- | Prem | Leicester City | A | L | 0-3 | 19046 | |
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| Sat 6th Nov | --:-- | Prem | Watford | H | D | 2-2 | 21658 | |
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| Sun 21st Nov | --:-- | Prem | West Ham United | A | L | 3-4 | 23015 | |
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| Tue 30th Nov | --:-- | LC | Bolton Wanderers | A | L | 0-1 | 12543 | |
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| Sun 5th Dec | --:-- | Prem | Liverpool | A | L | 1-4 | 42517 | |
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| Sat 11th Dec | --:-- | FAC | Bristol City | H | W | 1-0 | |
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| Sat 18th Dec | --:-- | Prem | Aston Villa | A | L | 1-2 | 23885 | |
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| Sun 26th Dec | --:-- | Prem | Middlesbrough | H | W | 1-0 | 28531 | |
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| Wed 29th Dec | --:-- | Prem | Chelsea | A | L | 0-3 | 32938 | |
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| Mon 3rd Jan | --:-- | Prem | Arsenal | H | D | 1-1 | 26155 | |
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| Sat 8th Jan | --:-- | FAC | Wolverhampton Wanderers | H | D | 1-1 | |
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| Sat 15th Jan | --:-- | Prem | Bradford City | H | W | 2-0 | 24682 | |
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| Tue 18th Jan | --:-- | FAC | Wolverhampton Wanderers | A | D | 0-0 | |
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| Sat 22nd Jan | --:-- | Prem | Tottenham Hotspur | A | W | 1-0 | 35897 | |
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| Sat 29th Jan | --:-- | FAC | Gillingham | A | L | 1-3 | |
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| Wed 2nd Feb | --:-- | Prem | Manchester United | H | L | 0-1 | 39640 | |
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| Sat 5th Feb | --:-- | Prem | Derby County | A | D | 3-3 | 30100 | |
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| Sat 12th Feb | --:-- | Prem | Southampton | H | L | 0-1 | 23470 | |
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| Sat 26th Feb | --:-- | Prem | Newcastle United | H | L | 0-2 | 29212 | |
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| Sat 4th Mar | --:-- | Prem | Everton | A | D | 1-1 | 32020 | |
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| Sat 11th Mar | --:-- | Prem | West Ham United | H | W | 3-1 | 21147 | |
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| Sat 18th Mar | --:-- | Prem | Watford | A | L | 0-1 | 15840 | |
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| Sat 25th Mar | --:-- | Prem | Middlesbrough | A | L | 0-1 | 32748 | |
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| Wed 5th Apr | --:-- | Prem | Aston Villa | H | L | 0-1 | 18136 | |
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| Wed 12th Apr | --:-- | Prem | Wimbledon | A | W | 2-0 | 8248 | |
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| Sat 15th Apr | --:-- | Prem | Chelsea | H | W | 1-0 | 21743 | |
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| Sat 22nd Apr | --:-- | Prem | Sunderland | H | L | 0-2 | 28072 | |
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| Sun 30th Apr | --:-- | Prem | Leeds United | H | L | 0-3 | 23416 | |
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| Sat 6th May | --:-- | Prem | Coventry City | A | L | 1-4 | 19921 | |
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| Tue 9th May | --:-- | Prem | Arsenal | A | D | 3-3 | 37271 | |
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| Sun 14th May | --:-- | Prem | Leicester City | H | W | 4-0 | 21656 | |