1998–99 FA Cup First round First round

| Tie_no | Home_team | Score | Away_team | Attendance |
|---|---|---|---|---|
| 21 | Oldham Athletic | 2–0 | Gillingham | 14 November 1998 |
| 22 | Worcester City | 0–1 | Torquay United | 14 November 1998 |
| 23 | Southend United | 0–1 | Doncaster Rovers | 14 November 1998 |
| 24 | Mansfield Town | 2–1 | Hayes | 14 November 1998 |
| 25 | Cardiff City | 6–0 | Chester City | 14 November 1998 |
| 26 | Cheltenham Town | 0–1 | Lincoln City | 14 November 1998 |
| 27 | Kingstonian | 1–0 | Burton Albion | 14 November 1998 |
| 28 | Dulwich Hamlet | 0–1 | Southport | 14 November 1998 |
| 29 | Runcorn | 1–1 | Stevenage Borough | 14 November 1998 |
| Replay | Stevenage Borough | 2–0 | Runcorn | 23 November 1998 |
| 30 | Wigan Athletic | 4–3 | Blackpool | 14 November 1998 |
| 31 | Tamworth | 2–2 | Exeter City | 14 November 1998 |
| Replay | Exeter City | 4–1 | Tamworth | 24 November 1998 |