1998–99 FA Cup Fourth round Fourth round

| Tie_no | Home_team | Score | Away_team | Attendance |
|---|---|---|---|---|
| 12 | Portsmouth | 1–5 | Leeds United | 23 January 1999 |
| 13 | Manchester United | 2–1 | Liverpool | 54591 |
| 14 | Wimbledon | 1–1 | Tottenham Hotspur | 23 January 1999 |
| Replay | Tottenham Hotspur | 3–0 | Wimbledon | 2 February 1999 |
| 15 | Oxford United | 1–1 | Chelsea | 25 January 1999 |
| Replay | Chelsea | 4–2 | Oxford United | 3 February 1999 |
| 16 | Swansea City | 0–1 | Derby County | 23 January 1999 |