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The 1998 Football League Cup Final was a
football Football is a family of team sports that involve, to varying degrees, kicking a ball to score a goal. Unqualified, the word ''football'' normally means the form of football that is the most popular where the word is used. Sports commonly c ...
match played between
Chelsea Chelsea or Chelsey may refer to: Places Australia * Chelsea, Victoria Canada * Chelsea, Nova Scotia * Chelsea, Quebec United Kingdom * Chelsea, London, an area of London, bounded to the south by the River Thames ** Chelsea (UK Parliament consti ...
and
Middlesbrough Middlesbrough ( ) is a town on the southern bank of the River Tees in North Yorkshire, England. It is near the North York Moors national park. It is the namesake and main town of its local borough council area. Until the early 1800s, the a ...
on 29 March 1998 at
Wembley Stadium Wembley Stadium (branded as Wembley Stadium connected by EE for sponsorship reasons) is a football stadium in Wembley, London. It opened in 2007 on the site of the Wembley Stadium (1923), original Wembley Stadium, which was demolished from 200 ...
. Chelsea, under new manager Gianluca Vialli, won with two
extra time Overtime or extra time is an additional period of play specified under the rules of a sport to bring a game to a decision and avoid declaring the match a tie or draw where the scores are the same. In some sports, this extra period is played onl ...
goals and won the
UEFA Cup Winners' Cup The UEFA Cup Winners' Cup was a European football club competition contested annually by the winners of domestic cup competitions. The cup was, chronologically, the second seasonal inter-European club competition organised by UEFA. The tournam ...
later that season. Middlesbrough's second consecutive defeat in the final was followed by promotion back to the
Premier League The Premier League (legal name: The Football Association Premier League Limited) is the highest level of the men's English football league system. Contested by 20 clubs, it operates on a system of promotion and relegation with the English Foo ...
after just one season. Both teams were restricted to shots from distance. This all changed in extra time when Chelsea took control.
Frank Sinclair Frank Mohammed Sinclair (born 3 December 1971) is an English-born Jamaican former professional football player and manager and current coach at Doncaster Rovers. He made 756 league and cup appearances in a 25-year playing career, scoring 27 g ...
, a villain in the 1994 FA Cup Final defeat when conceding a penalty and slipping to allow Mark Hughes to score, became the hero in this match. He started the move that ended with his header finding the corner of the Middlesbrough net to open the scoring. Chelsea's second goal came from
Roberto Di Matteo Roberto Di Matteo (; born 29 May 1970) is an Italian professional football manager and former player. During his playing career as a midfielder, he played for Swiss clubs Schaffhausen, Zürich and Aarau before joining Lazio of Italy and Chelse ...
. A corner played into the near post was not cleared by the Boro defence and Di Matteo was able to side foot the ball into the net on the half-volley. Di Matteo had come back to haunt Middlesbrough as he had scored the opening goal when the same sides met in the
1997 FA Cup Final The 1997 FA Cup Final was the 116th final of the FA Cup. It took place on 17 May 1997 at Wembley Stadium and was contested by Chelsea and Middlesbrough, the North East club appearing in its first FA Cup Final. Chelsea won 2–0 to win the FA C ...
the previous season. Once again Chelsea had won 2–0.


Road to Wembley


Match facts

{{DEFAULTSORT:Football League Cup Final 1998
1998 1998 was designated as the ''International Year of the Ocean''. Events January * January 6 – The '' Lunar Prospector'' spacecraft is launched into orbit around the Moon, and later finds evidence for frozen water, in soil in permanently ...
League Cup Final 1998 League Cup Final 1998 1997–98 Football League March 1998 sports events in Europe 1998 sports events in London