2008–09 Football League Cup First round South

| Tie_no | Home_team | Score_1 | Away_team | Attendance |
|---|---|---|---|---|
| 7 | Swansea City | 2 – 0 | Brentford | 5366 |
| 8 | Luton Town | 2 – 0 | Plymouth Argyle | 2682 |
| 9 | Exeter City | 1 – 3 | Southampton | 6471 |
| 10 | Watford | 1 – 0 | Bristol Rovers | 5574 |
| 11 | Bournemouth | 1 – 2 | Cardiff City | 3399 |
| 12 | Bristol City | 2 – 1 | Peterborough United | 5684 |
| 13 | Charlton Athletic | 0 – 1 | Yeovil Town | 6239 |
| 14 | Millwall | 0 – 1 | Northampton Town | 3525 |
| 15 | Swindon Town | 2 – 3 | Queens Park Rangers | 7230 |
| 16 | Crystal Palace | 2 – 1 | Hereford United | 3094 |
| 17 | Dagenham & Redbridge | 1 – 2 | Reading | 2360 |
| 18 | Ipswich Town | 4 – 1 | Leyton Orient | 10477 |