1986–87 FA Cup Second round Proper Second round Proper

| Tie_no | Home_team | Score | Away_team | Date_ |
|---|---|---|---|---|
| 1 | Chester City | 3–1 | Doncaster Rovers | 6 December 1986 |
| 2 | Darlington | 0–5 | Wigan Athletic | 6 December 1986 |
| 3 | Bournemouth | 0–1 | Orient | 6 December 1986 |
| 4 | Bristol City | 1–1 | Bath City | 6 December 1986 |
| Replay | Bristol City | 3–0 | Bath City | 9 December 1986 |
| 5 | Rochdale | 1–4 | Wrexham | 6 December 1986 |
| 6 | Walsall | 5–0 | Port Vale | 6 December 1986 |
| 7 | Gillingham | 2–0 | Chelmsford City | 6 December 1986 |
| 8 | Notts County | 0–1 | Middlesbrough | 7 December 1986 |
| 9 | Bolton Wanderers | 2–0 | Tranmere Rovers | 6 December 1986 |
| 10 | Swindon Town | 3–0 | Enfield | 6 December 1986 |
| 11 | Chorley | 0–0 | Preston North End | 6 December 1986 |