Ipswich Town
1999-2000
[squad stats] [appearance chart]
| Date | K.O. | Comp | Opponents | Ven | Res | Att | ||||
| Sat 7th Aug | --:-- | FL1 | Nottingham Forest | H | W | 3-1 | 20830 |  |
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| Wed 11th Aug | --:-- | LC | Brentford | A | W | 2-0 | |
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| Sun 15th Aug | --:-- | FL1 | Swindon Town | A | W | 4-1 | 6195 | |
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| Sat 21st Aug | --:-- | FL1 | Bolton Wanderers | H | W | 1-0 | 17696 | |
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| Tue 24th Aug | --:-- | LC | Brentford | H | W | 2-0 | |
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| Sat 28th Aug | --:-- | FL1 | Sheffield United | A | D | 2-2 | 12455 | |
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| Mon 30th Aug | --:-- | FL1 | Barnsley | H | W | 6-1 | 18037 | |
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| Sat 11th Sep | --:-- | FL1 | Portsmouth | A | D | 1-1 | 16034 | |
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| Tue 14th Sep | --:-- | LC | Crewe Alexandra | A | L | 1-2 | |
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| Sat 18th Sep | --:-- | FL1 | Birmingham City | H | L | 0-1 | 19758 | |
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| Tue 21st Sep | --:-- | LC | Crewe Alexandra | H | D | 1-1 | |
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| Sun 26th Sep | --:-- | FL1 | Manchester City | H | W | 2-1 | 19406 | |
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| Sat 2nd Oct | --:-- | FL1 | Grimsby Town | A | L | 1-2 | 6531 | |
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| Sat 16th Oct | --:-- | FL1 | Queens Park Rangers | H | L | 1-4 | 17544 | |
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| Tue 19th Oct | --:-- | FL1 | Charlton Athletic | H | W | 4-2 | 17940 | |
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| Sat 23rd Oct | --:-- | FL1 | Walsall | A | W | 1-0 | 6526 | |
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| Wed 27th Oct | --:-- | FL1 | Manchester City | A | L | 0-1 | 32799 | |
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| Sat 30th Oct | --:-- | FL1 | Grimsby Town | H | W | 2-0 | 16617 | |
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| Tue 2nd Nov | --:-- | FL1 | Huddersfield Town | A | L | 1-3 | 12093 | |
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| Sat 6th Nov | --:-- | FL1 | Blackburn Rovers | A | D | 2-2 | 18512 | |
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| Fri 12th Nov | --:-- | FL1 | Tranmere Rovers | H | D | 0-0 | 14514 | |
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| Sun 21st Nov | --:-- | FL1 | Norwich City | A | D | 0-0 | 19948 | |
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| Wed 24th Nov | --:-- | FL1 | Wolverhampton Wanderers | H | W | 1-0 | 15731 | |
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| Sat 27th Nov | --:-- | FL1 | Crewe Alexandra | H | W | 2-1 | 15211 | |
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| Sun 5th Dec | --:-- | FL1 | Nottingham Forest | A | W | 1-0 | 15724 | |
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| Tue 7th Dec | --:-- | FL1 | Crystal Palace | A | D | 2-2 | 13176 | |
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| Mon 13th Dec | --:-- | FAC | Southampton | H | L | 0-1 | |
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| Sat 18th Dec | --:-- | FL1 | West Bromwich Albion | H | W | 3-1 | 14712 | |
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| Sun 26th Dec | --:-- | FL1 | Fulham | A | D | 0-0 | 17255 | |
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| Tue 28th Dec | --:-- | FL1 | Stockport County | H | W | 1-0 | 20671 | |
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| Mon 3rd Jan | --:-- | FL1 | Port Vale | A | W | 2-1 | 6908 | |
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| Sat 15th Jan | --:-- | FL1 | Swindon Town | H | W | 3-0 | 17326 | |
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| Sat 22nd Jan | --:-- | FL1 | Bolton Wanderers | A | D | 1-1 | 11924 | |
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| Sat 29th Jan | --:-- | FL1 | Sheffield United | H | D | 1-1 | 17350 | |
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| Sat 5th Feb | --:-- | FL1 | Barnsley | A | W | 2-0 | 17601 | |
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| Sat 12th Feb | --:-- | FL1 | Huddersfield Town | H | W | 2-1 | 21233 | |
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| Sat 19th Feb | --:-- | FL1 | Crewe Alexandra | A | W | 2-1 | 6393 | |
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| Sun 27th Feb | --:-- | FL1 | Birmingham City | A | D | 1-1 | 20493 | |
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| Sat 4th Mar | --:-- | FL1 | Portsmouth | H | L | 0-1 | 20305 | |
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| Tue 7th Mar | --:-- | FL1 | Blackburn Rovers | H | D | 0-0 | 18871 | |
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| Sat 11th Mar | --:-- | FL1 | Wolverhampton Wanderers | A | L | 1-2 | 22652 | |
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| Sun 19th Mar | --:-- | FL1 | Norwich City | H | L | 0-2 | 21760 | |
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| Wed 22nd Mar | --:-- | FL1 | Tranmere Rovers | A | W | 2-0 | 6933 | |
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| Sat 25th Mar | --:-- | FL1 | Fulham | H | W | 1-0 | 20168 | |
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| Tue 4th Apr | --:-- | FL1 | West Bromwich Albion | A | D | 1-1 | 12536 | |
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| Sat 8th Apr | --:-- | FL1 | Port Vale | H | W | 3-0 | 19663 | |
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| Sat 15th Apr | --:-- | FL1 | Stockport County | A | W | 1-0 | 8501 | |
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| Sat 22nd Apr | --:-- | FL1 | Queens Park Rangers | A | L | 1-3 | 14920 | |
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| Tue 25th Apr | --:-- | FL1 | Crystal Palace | H | W | 1-0 | 18798 | |
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| Sat 29th Apr | --:-- | FL1 | Charlton Athletic | A | W | 3-1 | 20043 | |
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| Sun 7th May | --:-- | FL1 | Walsall | H | W | 2-0 | 21908 | |
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| Sun 14th May | 13:00 | FL1 P/O | Bolton Wanderers | A | D | 2-2 | 18814 | |
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| Wed 17th May | 19:45 | FL1 P/O | Bolton Wanderers | H | W | 5-3 | 21543 | |
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| Mon 29th May | 15:00 | FL1 P/O | Barnsley | - | W | 4-2 | 73427 | |