1998–99 FA Cup Second round Second round

| Tie_no | Home_team | Score | Away_team | Attendance |
|---|---|---|---|---|
| 6 | Macclesfield Town | 4–1 | Cambridge United | 5 December 1998 |
| 7 | Lincoln City | 4–1 | Stevenage Borough | 5 December 1998 |
| 8 | Luton Town | 1–2 | Hull City | 5 December 1998 |
| 9 | Doncaster Rovers | 0–0 | Rushden & Diamonds | 5 December 1998 |
| Replay | Rushden & Diamonds | 4–2 | Doncaster Rovers | 15 December 1998 |
| 10 | Wrexham | 2–1 | York City | 5 December 1998 |
| 11 | Wycombe Wanderers | 1–1 | Plymouth Argyle | 5 December 1998 |
| Replay | Plymouth Argyle | 3–2 | Wycombe Wanderers | 15 December 1998 |
| 12 | Fulham | 4–2 | Hartlepool United | 5 December 1998 |
| 13 | Oldham Athletic | 1–1 | Brentford | 5 December 1998 |
| Replay | Brentford | 2–2 | Oldham Athletic | 15 December 1998 |