1st March 2009
| Final | Manchester United | 0-0 | Tottenham Hotspur |
21st January 2009
| Semi Final 2nd Leg | Burnley | 3-2 | Tottenham Hotspur |
20th January 2009
| Semi Final 2nd Leg | Manchester United | 4-2 | Derby County |
7th January 2009
| Semi Final 1st Leg | Derby County | 1-0 | Manchester United |
6th January 2009
| Semi Final 1st Leg | Tottenham Hotspur | 4-1 | Burnley |
3rd December 2008
| Quarter Final | Manchester United | 5-3 | Blackburn Rovers |
| Quarter Final | Watford | 1-2 | Tottenham Hotspur |
2nd December 2008
| Quarter Final | Burnley | 2-0 | Arsenal |
| Quarter Final | Stoke City | 0-1 | Derby County |
12th November 2008
| 4th Round | Tottenham Hotspur | 4-2 | Liverpool |
| 4th Round | Sunderland | 1-2 | Blackburn Rovers |
| 4th Round | Chelsea | 1-1 | Burnley |
11th November 2008
| 4th Round | Derby County | 2-1 | Leeds United |
| 4th Round | Manchester United | 1-0 | Queens Park Rangers |
| 4th Round | Stoke City | 2-0 | Rotherham United |
| 4th Round | Arsenal | 3-0 | Wigan Athletic |
| 4th Round | Swansea City | 0-1 | Watford |
4th November 2008
| 3rd Round | Brighton & Hove Albion | 1-4 | Derby County |
24th September 2008
| 3rd Round | Blackburn Rovers | 1-0 | Everton |
| 2nd Round | Brighton & Hove Albion | 2-2 | Manchester City |
| 3rd Round | Aston Villa | 0-1 | Queens Park Rangers |
| 3rd Round | Portsmouth | 0-4 | Chelsea |
| 3rd Round | Newcastle United | 1-2 | Tottenham Hotspur |
| 3rd Round | Ipswich Town | 1-4 | Wigan Athletic |
23rd September 2008
| 3rd Round | Liverpool | 2-1 | Crewe Alexandra |
| 3rd Round | Manchester United | 3-1 | Middlesbrough |
| 3rd Round | Stoke City | 2-2 | Reading |
| 3rd Round | Burnley | 1-0 | Fulham |
| 3rd Round | Sunderland | 2-2 | Northampton Town |
| 3rd Round | Swansea City | 1-0 | Cardiff City |
| 3rd Round | Arsenal | 6-0 | Sheffield United |
| 3rd Round | Rotherham United | 3-1 | Southampton |
| 3rd Round | Watford | 1-0 | West Ham United |
| 3rd Round | Leeds United | 3-2 | Hartlepool United |
27th August 2008
| 2nd Round | West Ham United | 4-1 | Macclesfield Town |
| 2nd Round | Fulham | 3-2 | Leicester City |
| 2nd Round | Blackburn Rovers | 4-1 | Grimsby Town |
| 2nd Round | Huddersfield Town | 1-2 | Sheffield United |
| 2nd Round | Nottingham Forest | 1-2 | Sunderland |
26th August 2008
| 2nd Round | Bolton Wanderers | 1-2 | Northampton Town |
| 2nd Round | Queens Park Rangers | 4-0 | Carlisle United |
| 2nd Round | Coventry City | 2-3 | Newcastle United |
| 2nd Round | Ipswich Town | 2-1 | Colchester United |
| 2nd Round | Burnley | 3-0 | Oldham Athletic |
| 2nd Round | Crewe Alexandra | 2-1 | Bristol City |
| 2nd Round | Leeds United | 4-0 | Crystal Palace |
| 2nd Round | Southampton | 2-0 | Birmingham City |
| 2nd Round | Middlesbrough | 5-1 |
| 2nd Round | Cheltenham Town | 2-3 | Stoke City |
| 2nd Round | Watford | 2-1 |
| 2nd Round | Reading | 5-1 | Luton Town |
| 2nd Round | Swansea City | 2-1 | Hull City |
| 2nd Round | Hartlepool United | 3-1 | West Bromwich Albion |
| 2nd Round | Wigan Athletic | 4-0 | Notts. County |
| 2nd Round | Preston North End | 0-1 | Derby County |
| 2nd Round | Cardiff City | 2-1 |
| 2nd Round | Rotherham United | 0-0 | Wolverhampton Wanderers |
13th August 2008
| 1st Round | Nottingham Forest | 4-0 | Morecambe |
| 1st Round | Wycombe Wanderers | 0-4 | Birmingham City |
| 1st Round | Coventry City | 3-1 | Aldershot Town |
| 1st Round | Sheffield United | 3-1 | Port Vale |
12th August 2008
| 1st Round | Bristol City | 2-1 | Peterborough United |
| 1st Round | Luton Town | 2-0 | Plymouth Argyle |
| 1st Round | Crewe Alexandra | 2-0 | Barnsley |
| 1st Round | Swindon Town | 2-3 | Queens Park Rangers |
| 1st Round | Macclesfield Town | 2-0 | Blackpool |
| 1st Round | Ipswich Town | 4-1 | Leyton Orient |
| 1st Round | Dagenham & Redbridge | 1-2 | Reading |
| 1st Round | Huddersfield Town | 4-0 | Bradford City |
| 1st Round | Sheffield Wednesday | 2-2 | Rotherham United |
| 1st Round | Watford | 1-0 | Bristol Rovers |
| 1st Round | Hartlepool United | 3-0 | Scunthorpe United |
| 1st Round | 0-2 | Burnley |
| 1st Round | AFC Bournemouth | 1-2 | Cardiff City |
| 1st Round | Exeter City | 1-3 | Southampton |
| 1st Round | Shrewsbury Town | 0-1 | Carlisle United |
| 1st Round | 0-1 | Cheltenham Town |
| 1st Round | Preston North End | 2-0 | Chesterfield |
| 1st Round | 0-1 | Colchester United |
| 1st Round | Walsall | 1-2 |
| 1st Round | 2-5 | Leeds United |
| 1st Round | Swansea City | 2-0 | Brentford |
| 1st Round | Notts. County | 1-0 |
| 1st Round | Grimsby Town | 2-0 |
| 1st Round | Leicester City | 1-0 |
| 1st Round | Millwall | 0-1 | Northampton Town |
| 1st Round | 1-0 | Norwich City |
| 1st Round | Derby County | 3-1 | Lincoln City |
| 1st Round | Wolverhampton Wanderers | 3-2 |
| 1st Round | 0-0 | Oldham Athletic |
| 1st Round | Brighton & Hove Albion | 4-0 | Barnet |
| 1st Round | Charlton Athletic | 0-1 |
| 1st Round | Crystal Palace | 2-1 |