Based on winning percentage, the 1929-30 Boston Bruins had the best regular season in history at 38-5-1, but did not win the Stanley Cup. The Bruins lost to the Montreal Canadiens in the Stanley Cup Final.
The 1995-96 Detroit Red Wings and 2018-19 Tampa Bay Lightning are tied for the most wins in a single NHL season with 62 wins.
There has never been a NHL team with an undefeated regular season. The closest anybody has come is the 1929-30 Boston Bruins, who had 5 losses.
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