Chicago White Sox, 88 years without winning a World Series. Before 2005 they did not win a World Series since 1917.
Their longest streak of not winning the World Series is 24 years, from 1982 to 2006.
In 2008, the longest winning streak for the Seattle Mariners was four games. It ran from August 29th through September 1st.
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The Boston Bruins' longest streak was 14 games from December 3, 1929 to January 9, 1930
The Pittsburgh Steelers longest winning streak was in 2004, winning 15 games in a row. The streak would sadly end when they lost the AFC Championship game to the New England Patriots. New England does hold the record at 21 games.
Their longest streak of not winning the World Series is 24 years, from 1982 to 2006.
if you are talking about baseball then the cubs have gone the longest without a world series win. they have gone over 100 years without a championship.
I believe there longest winning streak was 13 wins
the longest winning streak is 48 win-streak by Boston Collage
The long UF winning streak is 9 games (1968-1976). The longest FSU winning streak is 4 games (1977-1980 and 1987-1990).
The Blue Jays' longest winning streak was 11 games in 1987 and 1998.
Houston Rockets 22 winning streak
The Cleveland Indians last won the world series in 1948
As of Apr 18, 2013, Bryant University has the longest Division I Baseball winning streak, which is 19.
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AC Roma is the team in Serie A that has had the longest winning streak of 10 games in the 2013 2014 season.