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| Current League Position | League Position Analysis | Squad Statistics |
|
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| Coventry City | 2 | 0 | Norwich City | 09/08/2008 |
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| Barnsley | 1 | 2 | Coventry City | 16/08/2008 |
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| Coventry City | 0 | 3 | Bristol City | 23/08/2008 |
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| Doncaster Rovers | 1 | 0 | Coventry City | 30/08/2008 |
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| Coventry City | 0 | 0 | Preston North End | 13/09/2008 |
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| Sheffield United | 1 | 1 | Coventry City | 16/09/2008 |
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| Coventry City | 1 | 0 | Queens Park Rangers | 20/09/2008 |
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| Blackpool | 1 | 1 | Coventry City | 27/09/2008 |
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| Cardiff City | 2 | 1 | Coventry City | 30/09/2008 |
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| Coventry City | 4 | 1 | Southampton | 04/10/2008 |
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| Wolverhampton Wanderers | 2 | 1 | Coventry City | 18/10/2008 |
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| Coventry City | 1 | 3 | Burnley | 21/10/2008 |
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| Coventry City | 1 | 1 | Derby County | 25/10/2008 |
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| Southampton | 1 | 1 | Coventry City | 28/10/2008 |
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| Birmingham City | 0 | 1 | Coventry City | 03/11/2008 |
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| Coventry City | 0 | 2 | Crystal Palace | 08/11/2008 |
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| Coventry City | 0 | 1 | Plymouth Argyle | 15/11/2008 |
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| Sheffield Wednesday | 0 | 1 | Coventry City | 22/11/2008 |
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| Coventry City | 1 | 1 | Swansea City | 25/11/2008 |
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| Reading | 3 | 1 | Coventry City | 01/12/2008 |
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| Burnley | 1 | 1 | Coventry City | 17/02/2009 |
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| Coventry City | 1 | 0 | Birmingham City | 21/02/2009 |
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| Norwich City | 1 | 2 | Coventry City | 28/02/2009 |
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| Coventry City | 1 | 2 | Sheffield United | 04/03/2009 |
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| Preston North End | 2 | 1 | Coventry City | 14/03/2009 |
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| Coventry City | 1 | 0 | Doncaster Rovers | 21/03/2009 |
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| Coventry City | 0 | 0 | Reading | 04/04/2009 |
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| Crystal Palace | 1 | 1 | Coventry City | 07/04/2009 |
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| Plymouth Argyle | 4 | 0 | Coventry City | 11/04/2009 |
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| Coventry City | 0 | 0 | Charlton Athletic | 13/04/2009 |
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| Nottingham Forest | 1 | 0 | Coventry City | 18/04/2009 |
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