1955–56 FA Cup Second Round Proper Second Round Proper

| Tie_no | Home_team | Score | Away_team | Date_ |
|---|---|---|---|---|
| 18 | Southport | 0–0 | Grimsby Town | 10 December 1955 |
| Replay | Grimsby Town | 3–2 | Southport | 14 December 1955 |
| 19 | York City | 2–1 | Mansfield Town | 10 December 1955 |
| 20 | Leyton Orient | 4–1 | Brentford | 10 December 1955 |