This list includes single-division League Championships, even if there was no postseason series thereafter. It also includes teams that finished 1st, in either half or overall, in the strike-shortened seasons of 1981 and 1994. And it includes teams that reached but lost single-game or best-2-out-of-3 Playoffs in the Pre-Wild Card Era. Ties in rankings broken by most recent, regardless of head-to-head matchups.
1. New York Yankees, 59: 1921, 1922, 1923, 1926, 1927, 1928, 1932, 1936, 1937, 1938, 1939, 1941, 1942, 1943, 1947, 1949, 1950, 1951, 1952, 1953, 1955, 1956, 1957, 1958, 1960, 1961, 1962, 1963, 1964, 1976, 1977, 1978, 1980, 1981, 1994, 1995, 1996, 1997, 1998, 1999, 2000, 2001, 2002, 2003, 2004, 2005, 2006, 2007, 2009, 2010, 2011, 2012, 2015, 2017, 2018, 2019, 2020, 2021, 2022.
2. St. Louis Cardinals, 36: 1885, 1886, 1887, 1888, 1926, 1928, 1930, 1931, 1934, 1942, 1943, 1944, 1946, 1964, 1967, 1968, 1982, 1985, 1987, 1996, 2000, 2001, 2002, 2004, 2005, 2006, 2009, 2011, 2012, 2013, 2014, 2015, 2019, 2020, 2021, 2022.
3. Los Angeles Dodgers, 30: 1959, 1962, 1963, 1965, 1966, 1974, 1977, 1978, 1980, 1981, 1983, 1985, 1988, 1994, 1995, 1996, 2004, 2006, 2008, 2009, 2013, 2014, 2015, 2016, 2017, 2018, 2019, 2020, 2021, 2022. Counting the Brooklyn Dodgers, 1889, 1890, 1899, 1900, 1916, 1920, 1941, 1946, 1947, 1949, 1951, 1952, 1953, 1955, 1956, that's 45.
4. Chicago Cubs, 30: 1870, 1871, 1876, 1880, 1881, 1882, 1885, 1886, 1906, 1907, 1908, 1910, 1918, 1929, 1932, 1935, 1938, 1945, 1984, 1989, 1998, 2003, 2007, 2008, 2015, 2016, 2017, 2018, 2020.
5. Boston Red Sox, 28: 1903, 1904, 1912, 1915, 1916, 1918, 1946, 1948, 1967, 1975, 1978, 1986, 1988, 1990, 1995, 1998, 1999, 2003, 2004, 2005, 2007, 2008, 2009, 2013, 2016, 2017, 2018, 2021.
6. Atlanta Braves, 24: 1969, 1982, 1991, 1992, 1993, 1995, 1996, 1997, 1998, 1999, 2000, 2001, 2002, 2003, 2004, 2005, 2010, 2012, 2013, 2018, 2019, 2020, 2021, 2022. Counting the Boston Braves, 1872, 1873, 1874, 1875, 1877, 1878, 1883, 1891, 1892, 1893, 1897, 1898, 1914, 1948; and the Milwaukee Braves, 1957, 1958, 1959; that's 41.
7. Oakland Athletics, 21: 1971, 1972, 1973, 1974, 1975, 1981, 1988, 1989, 1990, 1992, 2000, 2001, 2002, 2003, 2006, 2012, 2013, 2014, 2018, 2019, 2020. Counting the Philadelphia Athletics, 1902, 1905, 1910, 1911, 1913, 1914, 1929, 1930, 1931, that's 30.
8. Cincinnati Reds, 20: 1882, 1919, 1939, 1940, 1961, 1970, 1972, 1973, 1975, 1976, 1979, 1981, 1990, 1994, 1995, 1999, 2010, 2012, 2013, 2020.
9. Pittsburgh Pirates, 19: 1901, 1902, 1903, 1909, 1925, 1927, 1960, 1970, 1971, 1972, 1974, 1975, 1979, 1990, 1991, 1992, 2013, 2014, 2015.
10. Detroit Tigers, 17: 1907, 1908, 1909, 1934, 1935, 1940, 1945, 1968, 1972, 1984, 1987, 2006, 2009, 2011, 2012, 2013, 2014.
11. Houston Astros, 16: 1980, 1981, 1986, 1997, 1998, 1999, 2001, 2004, 2005, 2015, 2017, 2018, 2019, 2020, 2021, 2022.
12. Cleveland Guardians (counting their appearances as the Cleveland Indians), 16: 1920, 1948, 1954, 1995, 1996, 1997, 1998, 1999, 2001, 2007, 2013, 2016, 2017, 2018, 2020, 2022.
13. Philadelphia Phillies, 15: 1915, 1950, 1976, 1977, 1978, 1980, 1981, 1983, 1993, 2007, 2008, 2009, 2010, 2011, 2022.
14. Minnesota Twins, 15: 1965, 1969, 1970, 1987, 1991, 2002, 2003, 2004, 2006, 2008, 2009, 2010, 2017, 2019, 2020. Counting the Washington Senators, 1924, 1925 and 1933, that's 18.
15. Chicago White Sox, 13: 1901, 1906, 1917, 1919, 1959, 1983, 1993, 1994, 2000, 2005, 2008, 2020, 2021.
16. San Francisco Giants, 13: 1962, 1971, 1987, 1989, 1997, 2000, 2002, 2003, 2010, 2012, 2014, 2016, 2021. Counting the New York Giants, 1888, 1889, 1894, 1904, 1905, 1908, 1911, 1912, 1913, 1917, 1921, 1922, 1923, 1924, 1933, 1936, 1937, 1951, 1954, that's 32.
17. Baltimore Orioles, 13: 1966, 1969, 1970, 1971, 1973, 1974, 1979, 1983, 1996, 1997, 2012, 2014, 2016. Counting the St. Louis Browns, 1944, that's 14.
18. Los Angeles Angels, 11: 1979, 1982, 1986, 1995, 2002, 2004, 2005, 2007, 2008, 2009, 2014.
19. New York Mets, 10: 1969, 1973, 1986, 1988, 1999, 2000, 2006, 2015, 2016, 2022.
20. Toronto Blue Jays, 9: 1985, 1989, 1991, 1992, 1993, 2015, 2016, 2020, 2021.
21. Texas Rangers, 9: 1994, 1996, 1998, 1999, 2010, 2011, 2012, 2015, 2016.
22. Kansas City Royals, 9: 1976, 1977, 1978, 1980, 1981, 1984, 1985, 2014, 2015.
23. Tampa Bay Rays, 8: 2008, 2010, 2011, 2013, 2019, 2020, 2021, 2022.
24. San Diego Padres, 8: 1984, 1996, 1998, 2005, 2006, 2007, 2020, 2022.
25. Milwaukee Brewers, 8: 1981, 1982, 2008, 2011, 2018, 2019, 2020, 2021.
26. Arizona Diamondbacks, 6: 1999, 2001, 2002, 2007, 2011, 2017.
27. Seattle Mariners, 5: 1995, 1997, 2000, 2001, 2022.
28. Washington Nationals, 5: 2012, 2014, 2016, 2017, 2019. Counting the Montreal Expos, 1981 and 1994, that's 7.
29. Colorado Rockies, 5: 1995, 2007, 2009, 2017, 2018.
30. Miami Marlins, 3: 1997, 2003, 2020.
*
Overall, in all cities:
1. Yankees, 59.
2. Dodgers, 45.
3. Braves, 41.
4. Cardinals, 36.
5. Giants, 32.
6. A's, 30.
7. Cubs, 30.
8. Red Sox, 28.
9. Reds, 20.
10. Pirates, 19.
11. Twins, 18.
12. Tigers, 17.
13. Astros, 16.
14. Guardians, 16.
15. Phillies, 15.
16. Orioles, 14.
17. White Sox, 13.
18. Angels, 11.
19. Mets, 10.
20. Blue Jays, 9.
21. Rangers, 9.
22. Royals, 9.
23. Rays, 8.
24. Padres, 8.
25. Brewers, 8.
26. Nationals, 7.
27. Diamondbacks, 6.
28. Mariners, 5.
29. Rockies, 5.
30. Marlins, 3.