2008–09 FA Cup Qualifying Rounds Preliminary round 2

| Tie_no | Home_team | Score | Away_team | Attendance |
|---|---|---|---|---|
| 99 | Harefield United | 1–1 | Saffron Walden Town | 130 |
| 100 | Ware | 4–0 | Sporting Bengal United | 178 |
| 101 | Concord Rangers | 2–0 | Kingsbury London Tigers | 128 |
| 102 | Rothwell Town | 2–0 | Hullbridge Sports | 83 |
| 103 | Hillingdon Borough | 3–1 | Enfield Town | 108 |
| 104 | Redbridge | 1–3 | Uxbridge | 91 |
| 105 | Croydon Athletic | 3–1 | Wellingborough Town | 126 |
| 106 | Tring Athletic | 1–2 | Biggleswade United | 87 |
| 107 | AFC Hayes | 1–3 | Royston Town | 83 |
| 108 | Woodford United | 1–1 | Raunds Town | 74 |
| 109 | Potters Bar Town | 1–1 | Waltham Abbey | 84 |
| 110 | Walton Casuals | 2–0 | Molesey | 106 |
| 111 | Mile Oak | 0–2 | Arundel | 93 |
| 112 | Horsham YMCA | 3–1 | Tunbridge Wells | 103 |
| 113 | Sevenoaks Town | 4–4 | Folkestone Invicta | 140 |