Do all World Championships matter? Yes. Do some matter more than others? Yes. Is recency the determining factor? Yes: Ranger fans can cling to 1994 all they want, but the iconic status of that Stanley Cup does not change the fact that the titles won in 1995, 2000 and 2003 by the New Jersey Devils mean more.
The 1st Stanley Cup was in 1893, and its winners get 1 point. The 1894 winners get 2, and so on. Moving a team starts the count all over again. Sorry, Ottawa fans, but you can't count the Cups won by the old Senators who left town in 1934 with the new Senators who started in 1992.
1. 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: 1,680.
2. Detroit Red Wings, 1936, 1937, 1943, 1950, 1952, 1954, 1955, 1997, 1998, 2002, 2008: 908.
3. Toronto Maple Leafs, 1918, 1922, 1932, 1942, 1945, 1947, 1948, 1949, 1951: 826.
4. Pittsburgh Penguins, 1991, 1992, 2009, 2016, 2017: 605.
5. Chicago Blackhawks, 1934, 1938, 1961, 2010, 2013, 2015: 567.
6. Edmonton Oilers, 1984, 1985, 1987, 1988, 1990: 514.
7. Boston Bruins, 1929, 1939, 1941, 1970, 1972, 2011: 458.
8. New York Islanders, 1980, 1981, 1982, 1983: 390.
9. New Jersey Devils, 1995, 2000, 2003: 346.
10. New York Rangers, 1928, 1933, 1940, 1994: 259.
11. Los Angeles Kings, 2012, 2014: 258.
12. Tampa Bay Lightning, 2004, 2020: 256.
13. Colorado Avalanche, 1996, 2001: 229.
14. Philadelphia Flyers, 1974, 1975: 181.
15. St. Louis Blues, 2019: 135.
16. Washington Capitals, 2018: 134.
17. Anaheim Ducks, 2007: 123.
18. Carolina Hurricanes, 2006: 122.
19. Dallas Stars, 1999: 115.
20. Calgary Flames, 1989: 105.
--. Ottawa Senators, 1903, 1904, 1905, 1906, 1909, 1910, 1911, 1920, 1921, 1923, 1927: 304.
--. Montreal Wanderers: 1906, 1907, 1907, 1908, 1910: 115.
--. Montreal Maroons, 1926, 1935: 93.
--. Quebec Bulldogs, 1912, 1913: 59.
--. Victoria Cougars, 1925: 41.
--. Montreal Hockey Club, 1893, 1894, 1895, 1902, 1903: 35.
--. Seattle Metropolitans, 1917: 34.
--. Montreal Victorias, 1895, 1896, 1897, 1898, 1899: 34.
--. Vancouver Millionaires, 1915: 32.
--. Toronto Blueshirts, 1914: 31.
--. Winnipeg Victorias, 1896, 1901, 1902: 30.
--. Kenora Thistles, 1907: 22.
--. Montreal Shamrocks, 1899, 1900: 21.
21. Winnipeg Jets, 3 WHA titles but no Stanley Cups: 0.
--. Houston Aeros, 2 WHA titles but no Stanley Cups: 0.
--. Quebec Nordiques, 1 WHA title but no Stanley Cups: 0.
--. Hartford Whalers, 1 WHA title but no Stanley Cups: 0.
22. Vancouver Canucks, 3 lost Finals: 0.
23. Buffalo Sabres, 2 lost Finals: 0.
--. Minnesota North Stars, 2 lost Finals: 0.
24. Vegas Golden Knights, 1 lost Finals: 0.
25. Nashville Predators, 1 lost Finals: 0.
26. San Jose Sharks, 1 lost Finals: 0.
27. Ottawa Senators, 1 lost Finals: 0.
28. Florida Panthers, 1 lost Finals: 0.
29. Arizona Coyotes, 1 lost Conference Finals: 0.
30. Minnesota Wild, 1 lost Conference Finals: 0.
--. Atlanta Thrashers, 1 Division title: 0.
31. Columbus Blue Jackets, 6 Playoff berths: 0.
--. Colorado Rockies, 1 Playoff berth: 0.
--. Oakland Seals, 1 Playoff berth: 0.
--. Kansas City Scouts, no Playoff berths: 0.
--. Cleveland Barons, no Playoff berths: 0.
32. Seattle Kraken, not yet begun play: 0.