What NHL teams haven’t won a Stanley Cup? The longest Stanley Cup drought in NHL history belongs to the Toronto Maple Leafs (54 seasons), breaking a tie with the New York Rangers. New York ended their drought in 1994, while Toronto’s drought is still active, as they have not made the Finals since winning the last Stanley Cup before the expansion era.
What teams have never won a Cup? The list of teams who have never won a Stanley Cup includes the following: Arizona Coyotes, Buffalo Sabres, Columbus Blue Jackets, Florida Panthers, Minnesota Wild, Nashville Predators, Ottawa Senators, San Jose Sharks, Vancouver Canucks, Vegas Golden Knights, and Winnipeg Jets.
Who has lost the Stanley Cup the most? The Boston Bruins have the most series losses by a team in the Stanley Cup Finals, with 14 losses.
What is the least successful NHL team? Being the most recently established team in the NHL, the Seattle Kraken have the fewest games played among existing NHL franchises (1), as well as the fewest wins (0), losses (1), and points (0).