| Season | 1998–99 |
|---|---|
| Champions | Watford (First Division) Manchester City (Second Division) Scunthorpe United (Third Division) |
| Matches played | 15 |
| Goals scored | 28 (1.87 per match) |
| Biggest home win | Scunthorpe 3–1 Swansea (Third Division) |
| Biggest away win | None |
| Highest scoring | Ipswich 4–3 Bolton (7 goals) |
| Highest attendance | 76,935 – Gillingham v Manchester City (Second Division final) |
| Lowest attendance | 6,762 – Wigan v Manchester City (Second Division semi-final) |
| Average attendance | 24,837 |
← 1998 2000 → | |
The Football League play-offs for the 1998–99 season were held in May 1999, with the finals taking place at the old Wembley Stadium in London. The play-off semi-finals were played over two legs and contested by the teams who finished in 3rd, 4th, 5th and 6th place in the Football League First Division and Football League Second Division and the 4th, 5th, 6th and 7th placed teams in the Football League Third Division table. The winners of the semi-finals went through to the finals, with the winner of the matches gaining promotion for the following season.