(Associate Members) competition results from 2008/2009
A full listing of matches played in the competition throughout the season
| Southern Section 2nd Round |
| Tuesday, 7th October 2008 |
| Brighton & Hove Albion (LGE1) | 2 | Leyton Orient (LGE1) | 2 | 2,157 |
| no extra time, Brighton & Hove Albion won 5-4 on penalties |
| Cheltenham Town (LGE1) | 1 | Walsall (LGE1) | 2 | 1,741 |
| Gillingham (LGE2) | 0 | Colchester United (LGE1) | 1 | 1,557 |
| Hereford United (LGE1) | 1 | Swindon Town (LGE1) | 2 | 1,458 |
| Luton Town (LGE2) | 2 | Brentford (LGE2) | 2 | 2,029 |
| no extra time, Luton Town won 4-3 on penalties |
| Milton Keynes Dons (LGE1) | 0 | Bournemouth (LGE2) | 1 | 4,329 |
| Peterborough United (LGE1) | 0 | Dagenham & Redbridge (LGE2) | 1 | 2,644 |
| Wycombe Wanderers (LGE2) | 0 | Shrewsbury Town (LGE2) | 7 | 1,730 |
| Northern Section 2nd Round |
| Tuesday, 23rd September 2008 |
| Leicester City (LGE1) | 0 | Lincoln City (LGE2) | 0 | 8,046 |
| no extra time, Leicester City won 3-1 on penalties |
| Monday, 6th October 2008 |
| Tranmere Rovers (LGE1) | 1 | Crewe Alexandra (LGE1) | 0 | 2,626 |
| Tuesday, 7th October 2008 |
| Bury (LGE2) | 1 | Stockport County (LGE1) | 0 | 2,384 |
| Chester City (LGE2) | 1 | Morecambe (LGE2) | 1 | 926 |
| no extra time, Morecambe won 3-1 on penalties |
| Darlington (LGE2) | 1 | Huddersfield Town (LGE1) | 0 | 1,791 |
| Rochdale (LGE2) | 2 | Carlisle United (LGE1) | 2 | 1,608 |
| no extra time, Rochdale won 4-2 on penalties |
| Scunthorpe United (LGE1) | 2 | Grimsby Town (LGE2) | 1 | 4,844 |
| Wednesday, 8th October 2008 |
| Rotherham United (LGE2) | 4 | Leeds United (LGE1) | 2 | 4,658 |
| Southern Section 1st Round |
| Tuesday, 2nd September 2008 |
| Aldershot Town (LGE2) | 2 | Swindon Town (LGE1) | 2 | 1,814 |
| no extra time, Swindon Town won 7-6 on penalties |
| Bournemouth (LGE2) | 3 | Bristol Rovers (LGE1) | 0 | 2,220 |
| Brentford (LGE2) | 2 | Yeovil Town (LGE1) | 2 | 1,339 |
| no extra time, Brentford won 4-2 on penalties |
| Dagenham & Redbridge (LGE2) | 4 | Barnet (LGE2) | 2 | 1,412 |
| Exeter City (LGE2) | 1 | Shrewsbury Town (LGE2) | 2 | 1,530 |
| Millwall (LGE1) | 0 | Colchester United (LGE1) | 1 | 2,456 |
| Northampton Town (LGE1) | 0 | Brighton & Hove Albion (LGE1) | 1 | 2,047 |
| Southend United (LGE1) | 2 | Leyton Orient (LGE1) | 4 | 3,499 |
| Northern Section 1st Round |
| Tuesday, 2nd September 2008 |
| Crewe Alexandra (LGE1) | 3 | Macclesfield Town (LGE2) | 0 | 2,463 |
| Hartlepool United (LGE1) | 0 | Leicester City (LGE1) | 3 | 2,807 |
| Leeds United (LGE1) | 2 | Bradford City (LGE2) | 1 | 20,128 |
| Oldham Athletic (LGE1) | 1 | Morecambe (LGE2) | 1 | 2,016 |
| no extra time, Morecambe won 5-4 on penalties |
| Scunthorpe United (LGE1) | 2 | Notts. County (LGE2) | 1 | 1,755 |
| Stockport County (LGE1) | 1 | Port Vale (LGE2) | 0 | 2,290 |
| Tranmere Rovers (LGE1) | 1 | Accrington Stanley (LGE2) | 0 | 2,410 |
| Wednesday, 3rd September 2008 |
| Chesterfield (LGE2) | 2 | Grimsby Town (LGE2) | 2 | 1,665 |
| no extra time, Grimsby Town won 4-1 on penalties |
