1959–60 FA Cup Second Round Proper Second Round Proper

| Tie_no | Home_team | Score | Away_team | Date_ |
|---|---|---|---|---|
| 11 | Doncaster Rovers | 3–2 | Darlington | 5 December 1959 |
| 12 | Stockport County | 0–0 | Crewe Alexandra | 5 December 1959 |
| Replay | Crewe Alexandra | 2–0 | Stockport County | 9 December 1959 |
| 13 | Queens Park Rangers | 3–3 | Port Vale | 5 December 1959 |
| Replay | Port Vale | 2–1 | Queens Park Rangers | 7 December 1959 |
| 14 | Crook Town | 0–1 | York City | 5 December 1959 |
| 15 | Exeter City | 3–1 | Brentford | 5 December 1959 |
| 16 | Mansfield Town | 2–0 | Chester | 5 December 1959 |
| 17 | Margate | 0–0 | Crystal Palace | 5 December 1959 |
| Replay | Crystal Palace | 3–0 | Margate | 9 December 1959 |
| 18 | Workington | 1–0 | Halifax Town | 5 December 1959 |
| 19 | South Shields | 1–5 | Bradford Park Avenue | 5 December 1959 |
| 20 | Salisbury | 0–1 | Newport County | 5 December 1959 |