Ties broken by Finals appearances, then by Conference Finals appearances:
1. 24 Cups, Montreal Canadiens: 1916, 1924, 1930, 1931, 1944, 1946, 1953, 1956, 1957, 1958, 1959, 1960, 1965, 1966, 1968, 1969, 1971, 1973, 1976, 1977, 1978, 1979, 1986, 1993; lost 10 Finals: 1917, 1925, 1947, 1951, 1952, 1954, 1955, 1967, 1989, 2021; 1919 Finals never completed
2. 13 Cups, Toronto Maple Leafs: 1918, 1922, 1932, 1942, 1945, 1947, 1948, 1949, 1951, 1962, 1963, 1964, 1967; lost 8 Finals: 1933, 1935, 1936, 1938, 1939, 1940, 1959, 1960
3. 11 Cups, Detroit Red Wings: 1936, 1937, 1943, 1950, 1952, 1954, 1955, 1997, 1998, 2002, 2008; lost 13 Finals: 1934, 1941, 1942, 1945, 1948, 1949, 1956, 1961, 1963, 1964, 1966, 1995, 2009
4. 6 Cups, Boston Bruins: 1929, 1939, 1941, 1970, 1972, 2011; lost 14 Finals: 1927, 1930, 1943, 1946, 1953, 1957, 1958, 1974, 1977, 1978, 1988, 1990, 2013, 2019
5. 6 Cups, Chicago Blackhawks: 1934, 1938, 1961, 2010, 2013, 2015; lost 7 Finals: 1931, 1944, 1962, 1965, 1971, 1973, 1992
6. 5 Cups, Edmonton Oilers: 1984, 1985, 1987, 1988, 1990; lost 4 Finals: 1983, 2006, 2024, 2025
7. 5 Cups, Pittsburgh Penguins: 1991, 1992, 2009, 2016, 2017; lost 1 Finals: 2008
8. 4 Cups, New York Rangers: 1928, 1932, 1940, 1994; lost 7 Finals: 1929, 1932, 1937, 1950, 1972, 1979, 2014
9. 4 Cups, New York Islanders: 1980, 1981, 1982, 1983; lost 1 Finals: 1984
10. 3 Cups, New Jersey Devils: 1995, 2000, 2003; lost 2 Finals: 2001, 2012
11. 3 Cups, Tampa Bay Lightning: 2004, 2020, 2021; lost 1 Finals: 2015
12. 3 Cups, Colorado Avalanche: 1996, 2001, 2022; never lost a Finals
13. 2 Cups, Philadelphia Flyers: 1974, 1975; lost 6 Finals: 1976, 1980, 1985, 1987, 1997, 2010
14. 2 Cups, Carolina Hurricanes: 2006, 2026; lost 1 Finals: 2002; lost 3 Conference Finals: 2009, 2019, 2023
15. 2 Cups, Los Angeles Kings: 2012, 2014; lost 1 Finals: 1993; lost 1 Conference Finals: 2013
16. 2 Cups, Florida Panthers: 2024, 2025; lost 1 Finals: 1996; never lost a Conference Finals
17. 1 Cup, Dallas Stars: 1999; lost 4 Finals: 1981, 1991 (both of those as Minnesota North Stars), 2000, 2020
18. 1 Cup, St. Louis Blues: 2019; lost 3 Finals: 1968, 1969, 1970
19. 1 Cup, Vegas Golden Knights: 2023; lost 2 Finals: 2018, 2025; lost 2 Conference Finals: 2020, 2021
20. 1 Cup, Calgary Flames: 1989; lost 2 Finals: 1986, 2004; never lost a Conference Finals
21. 1 Cup, Anaheim Ducks: 2007; lost 1 Finals: 2003; lost 3 Conference Finals: 2006, 2015, 2017
22. 1 Cup, Washington Capitals: 2018; lost 1 Finals: 1998; lost 1 Conference Finals: 1990
23. No Cups but 3 WHA Championships, Utah Mammoth: 1976, 1978, 1979 as (original) Winnipeg Jets
24. 3 Finals, Vancouver Canucks: 1982, 1994, 2011
25. 2 Finals, Buffalo Sabres: 1975, 1999
26. 1 Finals, Nashville Predators: 2017
27. 1 Finals, San Jose Sharks: 2016
28. 1 Finals, Ottawa Senators: 2007
29. 1 Conference Finals, Winnipeg Jets (new version): 2018
30. 1 Conference Finals, Minnesota Wild: 2003
31. 1 Conference Semifinals, Seattle Kraken: 2023
32. 1 Conference Semifinals, Columbus Blue Jackets: 2020
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