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That would be the St. Louis Blues. Since entering the NHL in the 1967-68 season, the Blues have made the playoffs in 35 of their 41 seasons but have never won the Stanley Cup.

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Q: Which NHL team has the most playoff appearances without ever winning a Stanley Cup?
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What Major League Baseball team has the most playoff appareances without a world series win?

Through the 2010 season, that is the Houston Astros with 9 playoff appearances without a World Series win.

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