2008–09 FA Cup Qualifying Rounds First qualifying round 2

| Tie_no | Home_team | Score | Away_team | Attendance |
|---|---|---|---|---|
| 73 | Harlow Town | 5–1 | Aveley | 245 |
| 74 | Brentwood Town | 1–1 | Arlesey Town | 145 |
| 75 | Waltham Abbey | 0–1 | Rothwell Town | 143 |
| 76 | Wealdstone | 2–2 | Bedford Town | 312 |
| 77 | Dartford | 3–2 | Hastings United | 830 |
| 78 | Crowborough Athletic | 1–0 | Walton Casuals | 145 |
| 79 | Burgess Hill Town | 5–2 | Epsom & Ewell | 156 |
| 80 | Horsham | 1–0 | Colliers Wood United | 258 |
| 81 | Horsham YMCA | 1–1 | Whyteleafe | 114 |
| 82 | Folkestone Invicta | 1–0 | Ramsgate | 305 |
| 83 | Erith & Belvedere | 2–0 | Sittingbourne | 133 |
| 84 | Worthing | 5–1 | Margate | 338 |
| 85 | Godalming Town | 1–1 | Arundel | 140 |
| 86 | Carshalton Athletic | 4–1 | Eastbourne Town | 247 |
| 87 | Kingstonian | 3–0 | Ashford Town | 401 |
| 88 | Sutton United | 3–1 | Cray Wanderers | 325 |