1985–86 FA Cup Fifth Round Proper Fifth Round Proper

| Tie_no | Home_team | Score | Away_team | Date_ |
|---|---|---|---|---|
| 1 | Southampton | 0–0 | Millwall | 15 February 1986 |
| Replay | Millwall | 0–1 | Southampton | 5 March 1986 |
| 2 | Watford | 1–1 | Bury | 5 March 1986 |
| Replay | Bury | 0–3 | Watford | 8 March 1986 |
| 3 | Derby County | 1–1 | Sheffield Wednesday | 26 February 1986 |
| Replay | Sheffield Wednesday | 2–0 | Derby County | 5 March 1986 |
| 4 | Luton Town | 2–2 | Arsenal | 15 February 1986 |
| Replay | Arsenal | 0–0 | Luton Town | 3 March 1986 |
| Replay | Luton Town | 3–0 | Arsenal | 5 March 1986 |
| 5 | Tottenham Hotspur | 1–2 | Everton | 4 March 1986 |
| 6 | Manchester United | 1–1 | West Ham United | 15 February 1986 |
| Replay | West Ham United | 2–0 | Manchester United | 9 March 1986 |