2008–09 Conference League Cup Third round Third round

| Tie_no | Home_team | Score | Away_team | Attendance |
|---|---|---|---|---|
| 1 | Barrow | 3–1 | Gateshead F.C | 551 |
| 2 | York City | 1–1 | Mansfield Town | 608 |
| York won 4–2 on penalties | York won 4–2 on penalties | York won 4–2 on penalties | York won 4–2 on penalties | York won 4–2 on penalties |
| 3 | Forest Green Rovers | 2–1 | Oxford United | 383 |
| 4 | Altrincham | 1–2 | Wrexham | 537 |
| 5 | Stafford Rangers | 1–2 | Southport | 261 |
| 6 | Bath City | 0–1 | Salisbury City | 230 |
| 7 | Weymouth | 0–3 | Torquay United | 621 |
| 8 | Woking | 3–0 | Bognor Regis Town | 480 |
| 9 | Crawley Town | 3–0 | Havant & Waterlooville | 239 |
| 10 | Eastbourne Borough | 1–3 | Ebbsfleet United | 300 |
| 11 | Hinckley United | 2–1 | Histon | 202 |