Middlesbrough
2008-2009
[squad stats] [appearance chart]
| Date | K.O. | Comp | Opponents | Ven | Res | Att | ||||
| Sat 16th Aug | 15:00 | Prem | Tottenham Hotspur | H | W | 2-1 | 32623 |  |
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| Sat 23rd Aug | 15:00 | Prem | Liverpool | A | L | 1-2 | 43168 | |
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| Tue 26th Aug | 20:00 | LC | Yeovil Town | H | W | 5-1 | 15651 | |
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| Sat 30th Aug | 15:00 | Prem | Stoke City | H | W | 2-1 | 27627 | |
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| Sat 13th Sep | 15:00 | Prem | Portsmouth | A | L | 1-2 | 19425 | |
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| Sat 20th Sep | 12:45 | Prem | Sunderland | A | L | 0-2 | 38388 | |
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| Tue 23rd Sep | 20:00 | LC | Manchester United | A | L | 1-3 | 53729 | |
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| Sat 27th Sep | 15:00 | Prem | West Bromwich Albion | H | L | 0-1 | 26248 | |
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| Sat 4th Oct | 15:00 | Prem | Wigan Athletic | A | W | 1-0 | 16806 | |
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| Sat 18th Oct | 12:45 | Prem | Chelsea | H | L | 0-5 | 29221 | |
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| Sat 25th Oct | 17:30 | Prem | Blackburn Rovers | A | D | 1-1 | 17606 | |
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| Wed 29th Oct | 20:00 | Prem | Manchester City | H | W | 2-0 | 25731 | |
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| Sat 1st Nov | 15:00 | Prem | West Ham United | H | D | 1-1 | 25164 | |
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| Sun 9th Nov | 15:00 | Prem | Aston Villa | A | W | 2-1 | 36672 | |
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| Sun 16th Nov | 13:30 | Prem | Everton | A | D | 1-1 | 31063 | |
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| Sat 22nd Nov | 15:00 | Prem | Bolton Wanderers | H | L | 1-3 | 24487 | |
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| Sat 29th Nov | 15:00 | Prem | Newcastle United | H | D | 0-0 | 32160 | |
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| Sat 6th Dec | 15:00 | Prem | Hull City | A | L | 1-2 | 24912 | |
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| Sat 13th Dec | 12:45 | Prem | Arsenal | H | D | 1-1 | 27320 | |
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| Sat 20th Dec | 15:00 | Prem | Fulham | A | L | 0-3 | 23722 | |
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| Fri 26th Dec | 15:00 | Prem | Everton | H | L | 0-1 | 30253 | |
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| Mon 29th Dec | 20:00 | Prem | Manchester United | A | L | 0-1 | 75294 | |
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| Sat 3rd Jan | 15:00 | FAC | Barrow | H | W | 2-1 | 25132 | |
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| Sat 10th Jan | 15:00 | Prem | Sunderland | H | D | 1-1 | 29310 | |
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| Sat 17th Jan | 15:00 | Prem | West Bromwich Albion | A | L | 0-3 | 25557 | |
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| Sat 24th Jan | 15:00 | FAC | Wolverhampton Wanderers | A | W | 2-1 | 18013 | |
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| Wed 28th Jan | 19:45 | Prem | Chelsea | A | L | 0-2 | 40280 | |
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| Sat 31st Jan | 15:00 | Prem | Blackburn Rovers | H | D | 0-0 | 24303 | |
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| Sat 7th Feb | 12:45 | Prem | Manchester City | A | L | 0-1 | 40588 | |
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| Sat 14th Feb | 15:00 | FAC | West Ham United | A | D | 1-1 | 33658 | |
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| Sat 21st Feb | 15:00 | Prem | Wigan Athletic | H | D | 0-0 | 24020 | |
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| Wed 25th Feb | 20:10 | FAC | West Ham United | H | W | 2-0 | 15602 | |
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| Sat 28th Feb | 15:00 | Prem | Liverpool | H | W | 2-0 | 33724 | |
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| Wed 4th Mar | 20:00 | Prem | Tottenham Hotspur | A | L | 0-4 | 35761 | |
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| Sun 8th Mar | 16:00 | FAC | Everton | A | L | 1-2 | 37856 | |
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| Sat 14th Mar | 15:00 | Prem | Portsmouth | H | D | 1-1 | 24281 | |
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| Sat 21st Mar | 15:00 | Prem | Stoke City | A | L | 0-1 | 26442 | |
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| Sat 4th Apr | 15:00 | Prem | Bolton Wanderers | A | L | 1-4 | 20819 | |
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| Sat 11th Apr | 15:00 | Prem | Hull City | H | W | 3-1 | 32255 | |
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| Sat 18th Apr | 15:00 | Prem | Fulham | H | D | 0-0 | 30389 | |
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| Sun 26th Apr | 13:30 | Prem | Arsenal | A | L | 0-2 | 60089 | |
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| Sat 2nd May | 12:45 | Prem | Manchester United | H | L | 0-2 | 33767 | |
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| Mon 11th May | 20:00 | Prem | Newcastle United | A | L | 1-3 | 51252 | |
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| Sat 16th May | 15:00 | Prem | Aston Villa | H | D | 1-1 | 27261 | |
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| Sun 24th May | 16:00 | Prem | West Ham United | A | L | 1-2 | 34007 | |