2008–09 Football League Trophy Southern Section Southern Section

| Tie_no | Home_team | Score | Away_team | Attendance |
|---|---|---|---|---|
| 1 | Cheltenham Town | 1 – 2 | Walsall | 1741 |
| 2 | Hereford United | 1 – 2 | Swindon Town | 1458 |
| 3 | Wycombe Wanderers | 0 – 7 | Shrewsbury Town | 1730 |
| 4 | Milton Keynes Dons | 0 – 1 | Bournemouth | 4329 |
| 5 | Peterborough United | 0 – 1 | Dagenham & Redbridge | 2644 |
| 6 | Brighton & Hove Albion | 2 – 2 | Leyton Orient | 2157 |