The longest playoff appearance streak
belongs to the Boston Bruins.
Their streak began when they made the 1967-68 post
season and ended when the missed the 1996-97 playoffs. Total streak of 29
During the streak
the Bruins won the Stanley Cup twice, in 1969–70 and 1971–72.
The second longest streak belongs to the Chicago
Blackhawks who made the post season 28 straight times from 1969–70 through to
1996–97. The Hawks, however, did not manage to win a cup during their streak.