1959–60 FA Cup Second Round Proper Second Round Proper

| Tie_no | Home_team | Score | Away_team | Date_ |
|---|---|---|---|---|
| 1 | Enfield | 1–5 | Bournemouth | 5 December 1959 |
| 2 | Bury | 2–1 | Oldham Athletic | 5 December 1959 |
| 3 | Rochdale | 1–1 | Bradford City | 5 December 1959 |
| Replay | Bradford City | 2–1 | Rochdale | 9 December 1959 |
| 4 | Southampton | 3–0 | Southend United | 5 December 1959 |
| 5 | Watford | 5–1 | Wycombe Wanderers | 5 December 1959 |
| 6 | Reading | 4–2 | King`s Lynn | 5 December 1959 |
| 7 | Walsall | 2–3 | Peterborough United | 5 December 1959 |
| 8 | Gillingham | 2–2 | Torquay United | 5 December 1959 |
| Replay | Torquay United | 1–2 | Gillingham | 9 December 1959 |
| 9 | Notts County | 0–1 | Bath City | 5 December 1959 |
| 10 | Grimsby Town | 2–3 | Wrexham | 5 December 1959 |