1998–99 Football League Cup
| Country |
 England &  Wales
|
||
|---|---|---|---|
| Teams | 92 | ||
| Defending champions | Chelsea | ||
| Champions | Tottenham Hotspur | ||
| Runners-up | Leicester City | ||
|
|||
The 1998–99 Football League Cup (known as the Worthington Cup for sponsorship reasons) was the 39th staging of the Football League Cup, a knockout competition for England's top 92 football clubs. The competition name reflects a sponsorship deal with lager brand Worthington.
The competition began on 11 August 1998, and ended with the final on 21 March 1999, held at Wembley Stadium.
The tournament was won by Tottenham Hotspur, who beat Leicester City 1–0 in the final, thanks to an Allan Nielsen goal in the last minute of normal time.
The 72 First, Second and Third Division clubs compete from the First Round. Each section is divided equally into a pot of seeded clubs and a pot of unseeded clubs. Clubs' rankings depend upon their finishing position in the 1997–98 season.
1 Team at home in the 1st leg is denoted as the home team
The 36 winners from the First Round joined the 12 Premier League clubs not participating in European competition in Round Two. First leg matches were played on 15 and 16 September, second leg matches were played on 22 and 23 September.
1 Team at home in the 1st leg is denoted as the home team
The 24 winners from the Second Round joined the 8 Premiership clubs participating in European competition in Round Three. Matches were played on 27 and 28 October.
Matches were played on 10 and 11 November.
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