League One, vòng 5
FT
| 08/09 | Bromley | 0 - 2 | Wimbledon |
| 12/11 | Bromley | 1 - 2 | Wimbledon |
| 01/03 | Wimbledon | 0 - 1 | Bromley |
| 17/08 | Bromley | 2 - 0 | Wimbledon |
| 14/08 | Bromley | 1 - 2 | Wimbledon |
| 24/10 | Bromley | 1 - 1 | Peterborough Utd |
| 21/10 | Bromley | 0 - 4 | Leicester City |
| 17/10 | Stockport | 1 - 0 | Bromley |
| 10/10 | Mansfield | 2 - 1 | Bromley |
| 07/10 | Crawley Town | 4 - 0 | Bromley |
| 28/10 | Wimbledon | 1 - 2 | Arsenal U21 |
| 24/10 | Wimbledon | 1 - 1 | Wycombe |
| 21/10 | Wimbledon | 0 - 3 | Mansfield |
| 17/10 | Sheffield Wed. | 5 - 0 | Wimbledon |
| 10/10 | Plymouth Argyle | 2 - 1 | Wimbledon |
| Thứ 7, ngày 05/09 | |||
| 18h30 | Peterborough Utd | 1 - 2 | Sheffield Wed. |
| 21h00 | Reading | 3 - 1 | Blackpool |
| 21h00 | Wycombe | 3 - 3 | Milton Keynes Dons |
| 21h00 | Luton Town | 1 - 1 | Leyton Orient |
| 21h00 | Burton Albion | 2 - 2 | Cambridge Utd |
| 21h00 | Leicester City | 0 - 4 | Oxford Utd |
| 21h00 | Bradford City | 1 - 0 | Mansfield |
| 21h00 | Doncaster Rovers | 2 - 3 | Plymouth Argyle |
| 21h00 | Huddersfield | 1 - 1 | Notts County |
| 21h00 | Barnsley | 1 - 5 | Stevenage |
| Thứ 3, ngày 08/09 | |||
| 02h00 | Bromley | 0 - 2 | Wimbledon |