1990–91 FA Cup Second Round Proper Second Round Proper

| Tie_no | Home_team | Score | Away_team | Date_ |
|---|---|---|---|---|
| 14 | Rotherham United | 1–1 | Halifax Town | 11/12/1990 |
| Replay | Halifax Town | 1–2 | Rotherham United | 17/12/1990 |
| 15 | Aldershot | 2–1 | Maidstone United | 08/12/1990 |
| 16 | Wigan Athletic | 2–0 | Hartlepool United | 08/12/1990 |
| 17 | Colchester United | 0–0 | Leyton Orient | 12/12/1990 |
| Replay | Leyton Orient | 4–1 | Colchester United | 17/12/1990 |
| 18 | Birmingham City | 1–3 | Brentford | 12/12/1990 |
| 19 | Leek Town | 1–1 | Chester City | 12/12/1990 |
| Replay | Chester City | 4–0 | Leek Town | 17/12/1990 |
| 20 | Swansea City | 2–1 | Walsall | 08/12/1990 |