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1. New York: 1905 World Series, 1925 National Football League Championship, 1928 Hockey's Stanley Cup, 1970 National Basketball Association title.
2. Philadelphia: 1910 World Series, 1926 NFL Championship, 1947 NBA Championship, 1974 Stanley Cup.
3. Detroit: 1935 World Series, 1935 NFL Championship, 1936 Stanley Cup, 1989 NBA Championship.
4. Chicago: 1906 World Series, 1921 NFL Championship, 1934 Stanley Cup, 1991 NBA Championship.
5. Boston: 1903 World Series, 1929 Stanley Cup, 1957 NBA Championship, 2001 NFL Championship (Super Bowl XXXVI). If you count Providence in Boston's "market," then they won the NFL Championship in 1928, and thus "completed the circuit" even before New York did.
6. Los Angeles: 1951 NFL Championship, 1959 World Series, 1972 NBA Championship, 2007 Stanley Cup. If you don't count Anaheim, then, 2012 Stanley Cup.
7. Washington: 1924 World Series, 1937 NFL Championship, 1978 NBA Championship, 2018 Stanley Cup.
8. St. Louis: 1926 World Series, 1958 NBA Championship, 1999 NFL Championship (Super Bowl XXXIV), 2019 Stanley Cup.
9. Toronto: 1909 Grey Cup (championship of Canadian football), 1914 Stanley Cup, 1992 World Series, 2019 NBA Championship.
Pittsburgh: 1909 World Series, 1974 NFL Championship (Super Bowl IX), 1991 Stanley Cup. They don't have an NBA team, but they won the 1968 ABA Championship.
Dallas: 1971 NFL Championship (Super Bowl VI), 1999 Stanley Cup, 2011 NBA Championship. They are a World Series short (1 win).
San Francisco Bay Area: 1972 World Series, 1975 NBA Championship, 1976 NFL Championship (Super Bowl XI). They are a Stanley Cup short (2 Finals wins).
Miami: 1972 NFL Championship (Super Bowl VII), 1997 World Series, 2006 NBA Championship. They are a Stanley Cup short (4 Finals wins).
Milwaukee-Green Bay: 1929 NFL Championship, 1957 World Series, 1971 NBA Championship. They have no NHL team.
Cleveland: 1920 World Series, 1950 NFL Championship, 2016 NBA Championship. They have no NHL team.
Houston: 1994 NBA Championship, 2017 World Series. They have never won an NFL Championship, but won the AFL Championship in 1960 and 1961. They have never had an NHL team, but won WHA Championships in 1974 and 1975.
Seattle: 1917 Stanley Cup, 1979 NBA Championship, 2013 NFL Championship (Super Bowl XLVIII). Despite the fact that they do not currently have an NBA team or an NHL team (they're working on the former, and they're getting the latter), the one they're missing is the World Series. (The Mariners have gotten within 6 wins.)
Baltimore: 1948 NBA Championship, 1958 NFL Championship, 1966 World Series. They have never had an NHL team.
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If you count soccer:
1. New York: 1905 World Series, 1925 National Football League Championship, 1928 Hockey's Stanley Cup, 1970 National Basketball Association title, 1972 North American Soccer League title. (They didn't call it the "Soccer Bowl" yet, or any kind of "Cup.")
2. Philadelphia: 1910 World Series, 1926 NFL Championship, 1947 NBA Championship, 1973 NASL Championship, 1974 Stanley Cup.
3. Chicago: 1906 World Series, 1921 NFL Championship, 1934 Stanley Cup, 1981 Soccer Bowl, 1991 NBA Championship.
4. Los Angeles: 1951 NFL Championship, 1959 World Series, 1972 NBA Championship, 1974 NASL Championship, 2007 Stanley Cup. If you don't count Anaheim, then, 2012 Stanley Cup.
5. Washington: 1924 World Series, 1937 NFL Championship, 1978 NBA Championship, 1996 MLS Cup, 2018 Stanley Cup.
6. Toronto: 1909 Grey Cup (championship of Canadian football), 1914 Stanley Cup, 1976 Soccer Bowl, 1992 World Series, 2019 NBA Championship.
Boston never won an NASL title, and is 0-5 in MLS Cup Finals. Detroit never won an NASL title, and has never had an MLS team. The same is true for St. Louis. Dallas won the 1971 NASL title, and is still a World Series short. The San Francisco Bay Area won its 1st MLS Cup in 2001, and is still a Stanley Cup short.
If you count the WNBA, Los Angeles is the only city that has completed the circuit, still doing so in 2007 (or 2012).
If you count college basketball, all 5 of those cities have at least 1 NCAA Championship. If you count college football, it gets more complicated. Does Army count as a New York team? Do you count pre-poll, pre-1936 National Championships by Penn? If you answer those questions, "No," then Los Angeles, due to USC football, again stands alone.
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