The longest true winning streak was 21 games by the 1935 Chicago Cubs
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
Joe Dimaggio 1941 56 straight games