Johnstone's Paint Trophy 2008-09 
Winners: Luton Town Runners-up: Scunthorpe United Winners from previous season: Milton Keynes Dons First round
| Northern section | Bury, Carlisle United, Chester City, Darlington, Huddersfield Town, Lincoln City, Rochdale and Rotherham United given byes to the second round. | | 2 September 2008 | Crewe Alexandra | 3 | - | 0 | Macclesfield Town | 2,463 | Gresty Road, Crewe | | 2 September 2008 | Hartlepool United | 0 | - | 3 | Leicester City | 2,807 | Victoria Park, Hartlepool | | 2 September 2008 | Leeds United | 2 | - | 1 | Bradford City | 20,128 | Elland Road, Leeds | | 2 September 2008 | Oldham Athletic | 1 | - | 1 | Morecambe (won 5-4 on pens.) | 2,016 | Boundary Park, Oldham | | 2 September 2008 | Scunthorpe United | 2 | - | 1 | Notts County | 1,755 | Glanford Park, Scunthorpe | | 2 September 2008 | Stockport County | 1 | - | 0 | Port Vale | 2,290 | Edgeley Park, Stockport | | 2 September 2008 | Tranmere Rovers | 1 | - | 0 | Accrington Stanley | 2,410 | Prenton Park, Birkenhead | | 3 September 2008 | Chesterfield | 2 | - | 2 | Grimsby Town (won 4-1 on pens.) | 1,665 | Recreation Ground, Chesterfield | Southern Section
| Cheltenham Town, Gillingham, Hereford United, Luton Town, Milton Keynes Dons, Peterborough United, Walsall and Wycombe Wanderers given byes to the second round. | | 2 September 2008 | AFC Bournemouth | 3 | - | 0 | Bristol Rovers | 2,220 | Fitness First Stadium, Bournemouth | | 2 September 2008 | Aldershot Town | 2 | - | 2 | Swindon Town (won 7-6 on pens.) | 1,814 | Recreation Ground, Aldershot | | 2 September 2008 | Brentford (won 4-2 on pens.) | 2 | - | 2 | Yeovil Town | 1,339 | Griffin Park, London | | 2 September 2008 | Dagenham & Redbridge | 4 | - | 2 | Barnet | 1,412 | Victoria Road, Dagenham | | 2 September 2008 | Exeter City | 1 | - | 2 | Shrewsbury Town | 1,530 | St James's Park, Exeter | | 2 September 2008 | Millwall | 0 | - | 1 | Colchester United | 2,456 | The New Den, London | | 2 September 2008 | NorthamptonTown | 0 | - | 1 | Brighton & Hove Albion | 2,047 | Sixfields Stadium, Northampton | 2 September 2008 | Southend United | 2 | - | 4 | Leyton Orient | 3,499 | Roots Hall, Southend-on-Sea | Second round | Northern section | | 23 September 2008 | Leicester City (won 3-1 on pens.) | 0 | - | 0 | Lincoln City | 8,046 | Walkers Stadium, Leicester | | 5 October 2008 | Tranmere Rovers | 1 | - | 0 | Crewe Alexandra | 2,626 | Prenton Park, Birkenhead | | 7 October 2008 | Bury | 1 | - | 0 | Stockport County | 2,384 | Gigg Lane, Bury | | 7 October 2008 | Chester City | 1 | - | 1 | Morecambe (won 3-1 on pens.) | 926 | Deva Stadium, Chester | | 7 October 2008 | Darlington | 1 | - | 0 | Huddersfield Town | 1,791 | Darlington Arena, Darlington | | 7 October 2008 | Rochdale (won 4-3 on pens.) | 2 | - | 2 | Carlisle United | 1,608 | Spotland, Rochdale | | 7 October 2008 | Scunthorpe United | 2 | - | 1 | Grimsby Town | 4,844 | Glanford Park, Scunthorpe | | 8 October 2008 | Rotherham United | 4 | - | 2 | Leeds United | 4,658 | Don Valley Stadium, Sheffield | Southern section | | 7 October 2008 | Brighton & Hove Albion (won 5-4 on pens.) | 2 | - | 2 | Leyton Orient | 2,157 | Withdean Stadium, Brighton | | 7 October 2008 | Cheltenham Town | 1 | - | 2 | Walsall | 1,741 | Whaddon Road, Cheltenham | | 7 October 2008 | Gillingham | 0 | - | 1 | Colchester United | 1,557 | Priestfield, Gillingham | | 7 October 2008 | Hereford United | 1 | - | 2 | Swindon Town | 1,458 | Edgar Street, Hereford | | 7 October 2008 | Luton Town (won 4-3 on pens.) | 2 | - | 2 | Brentford | 2,029 | Kenilworth Road, Luton | | 7 October 2008 | Milton Keynes Dons | 0 | - | 1 | AFC Bournemouth | 4,329 | Stadium: MK, Milton Keynes | | 7 October 2008 | Peterborough United | 0 | - | 1 | Dagenham & Redbrige | 2,644 | London Road, Peterborough | | 7 October 2008 | Wycombe Wanderers | 0 | - | 7 | Shrewsbury Town | 1,730 | Adams Park, High Wycombe | | Quarter-finals | | Northern section | | 4 November 2008 | Darlington | 1 | - | 0 | Bury | 1,651 | Darlington Arena, Darlington | | 4 November 2008 | Rotherham United | 2 | - | 0 | Leicester City | 4,255 | Don Valley Stadium, Sheffield | | 4 November 2008 | Scunthorpe United | 1 | - | 0 | Rochdale | 2,474 | Glanford Park, Scunthorpe | | 4 November 2008 | Tranmere Rovers | 1 | - | 0 | Morecambe | 2,100 | Prenton Park, Birkenhead | Southern section | | 4 November 2008 | AFC Bournemouth | 0 | - | 1 | Colchester United | 2,275 | Fitness First Stadium, Bournemouth | | 4 November 2008 | Shrewsbury Town | 5 | - | 0 | Dagenham & Redbridge | 2,747 | New Meadow, Shrewsbury | | 4 November 2008 | Walsall | 0 | - | 1 | Luton Town | 1,844 | Bescot Stadium, Walsall | | 12 November 2008 | Brighton & Hove Albion | 2 | - | 0 | Swindon Town | 2,234 | Withdean Stadium, Brighton | Semi-Finals | Northern section | | 16 December 2008 | Rotherham United (won 4-2 on pens.) | 1 | - | 1 | Darlington | 2,706 | Don Valley Stadium, Sheffield | | 16 December 2008 | Scunthorpe United | 2 | - | 1 | Tranmere Rovers | 2,669 | Glanford Park, Scunthorpe | Southern section | | 16 December 2008 | Luton Town | 1 | - | 0 | Colchester United | 2,638 | Kenilworth Road, Luton | | 16 December 2008 | Shrewsbury Town | 0 | - | 0 | Brighton & Hove Albion (won 5-4 on pens.) | 4,052 | New Meadow, Shrewsbury | Area Finals | Northern section: 1st leg | | 20 January 2009 | Scunthorpe United | 2 | - | 0 | Rotherham United | 6,038 | Glanford Park, Scunthorpe | | Southern section: 1st leg | | 20 January 2009 | Brighton & Hove Albion | 0 | - | 0 | Luton Town | 6,127 | Withdean Stadium, Brighton | | Northern section: 2nd leg | | 17 February 2009 | Rotherham United | 0 | - | 1 | Scunthorpe United | 6,555 | Don Valley Stadium, Rotherham | | (Scunthorpe United win 3-0 on aggregate) | Southern section: 2nd leg | | 17 February 2009 | Luton Town | 1 | - | 1 | Brighton & Hove Albion | 8,711 | Kenilworth Road, Luton | (1-1 on aggregate, Luton Town win 4-3 on pens.) | National final | 5 April 2009 | Luton Town | 3 | - | 2 | Scunthorpe United | 55,378 | Wembley Stadium, London (aet) |
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