How many Stanley Cups have the Red Wings won? The Detroit Red Wings won the Stanley Cup Finals 11 times, in 1936, 1937, 1943, 1950, 1952, 1954, 1955, 1997, 1998, 2002 and 2008. Explore and research every single postseason result from all 98 seasons in franchise history, including their 11 championships. More @Wikipedia
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