1989–90 FA Cup Second round proper Second round proper

| Tie_no | Home_team | Score | Away_team | Date_ |
|---|---|---|---|---|
| 1 | Blackpool | 3–0 | Chester City | 9 Dec 1989 |
| 2 | Chesterfield | 0–2 | Huddersfield Town | 9 Dec 1989 |
| 3 | Darlington | 3–0 | Halifax Town | 9 Dec 1989 |
| 4 | Bristol City | 2–1 | Fulham | 9 Dec 1989 |
| 5 | Rochdale | 3–0 | Lincoln City | 9 Dec 1989 |
| 6 | Reading | 0–0 | Welling United | 9 Dec 1989 |
| Replay | Welling United | 1–1 | Reading | 13 Dec 1989 |
| Replay | Reading | 0–0 | Welling United | 19 Dec 1989 |
| Replay | Welling United | 1–2 | Reading | 22 Dec 1989 |
| 7 | Walsall | 1–0 | Rotherham United | 9 Dec 1989 |
| 8 | Grimsby Town | 1–0 | Doncaster Rovers | 9 Dec 1989 |
| 9 | Crewe Alexandra | 1–1 | Bishop Auckland | 9 Dec 1989 |