| Season | Winning team | Record | Manager |
|---|---|---|---|
| 1878-79 | Habana | 4-0-1 | Esteban Bellan |
| 1879-80 | Habana | 5-2 | Esteban Bellan |
| 1880-81 | No official season | ||
| 1881-82 | Season incomplete - Dispute between Habana and Fe | ||
| 1882-83 | habana | 5-1 | Esteban Bellan |
| 1883-84 | No official season | ||
| 1885 | Habana | 4-3 | Ricardo Mora |
| 1885-86 | Habana | 6-0 | Francisco Saavedra |
| 1886-87 | Habana | 10-2 | Francisco Saavedra |
| 1887-88 | Fe | 12-3 | Antonio Utrera |
| 1888-89 | Habana | 16-4-1 | Emilio Sabourin |
| 1889-90 | Habana | 14-3 | Emilio Sabourin |
| 1890-91 | Fe | 12-6 | Luis Almoina |
| 1891-92 | Habana | 13-7 | Emilio Sabourin |
| 1892-93 | Matanza | 14-9 | Luis Almoina |
| 1893-94 | Almendares | 17-7-1 | Ramon Gutierrez |
| 1894-95 | Season incomplete - War of Independence | ||
| 1895-96 | Season cancelled - War of Independence | ||
| 1896-97 | Season cancelled - War of Independence | ||
| 1897-98 | Season incomplete - War of Independence | ||
| 1898-99 | Habanista | 9-3 | Alberto Azoy |
| 1900 | San Francisco | 17-10-2 | Patricio Silverio |
| 1901 | Habana | 16-3-1 | Alberto Azoy |
| 1902 | Habana | 17-0-2 | Alberto Azoy |
| 1903 | Habana | 21-13 | Alberto Azoy |
| 1904 | Habana | 16-4 | Alberto Azoy |
| 1805 | Almendares | 19-11-2 | Abel Linares |
| 1906 | Fe | 15-9 | Alberto Azoy |
| 1907 | Almendares | 17-13-1 | Eugenio Santa Cruz |
| 1908 | Almendares | 37-8-1 | Juan Sanchez |
| 1908-09 | Habana | 29-13-1 | Luis Someillan |
| 1910 | Almendares | 13-3-1 | Juan Sanchez |
| 1910-11 | Almendares | 21-6-3 | Juan Sanchez |
| 1912 | Habana | 22-12-1 | Eduardo Laborde |
| 1913 | Fe | 21-11 | Agustin (Tinti) Molina |
| 1913-14 | Almendares | 22-11-2 | Eugenio Santa Cruz |
| 1914-15 | Habana | 23-11 | Miguel Angel Gonzalez |
| 1915-16 | Almendares | 30-12-3 | Alfredo Cabrera |
| 1917 | Orientals | 8-6-1 | Amando Marsans |
| 1918-19 | Habana | 29-19 | Miguel Angel Gonzalez |
| 1919-20 | Almendares | 22-5-2 | Adolfo Luque |
| 1920-21 | Habana | 23-10-5 | Miguel Angel Gonzalez |
| 1921 | Habana | 4-1 | Miguel Angel Gonzalez |
| 1922-23 | Marianao | 35-19-1 | Baldomero (Mertio) Acosta |
| 1923-24 | Santa Clara | 36-11-1 | Agustin (Tinti) Molina |
| 1924-25 | Almendares | 33-16-1 | Joseito Rodriguez |
| 1925-26 | Almendares | 34-13-2 | Joseito Rodriguez |
| 1926-27 | Habana | 20-11 | Miguel Angel Gonzalez |
| 1926-27 * | Alacranes | 22-15 | Adolfo Luque |
| 1927-28 | Habana | 23-13 | Miguel Angel Gonzalez |
| 1928-29 | Habana | 43-12-1 | Miguel Angel Gonzalez |
| 1929-30 | Cienfuegos | 33-19-2 | Pelayo Chacon |
| 1930 | Season incomplete | ||
| 1930 & | Almendarita | 9-4 | Adolfo Luque |
| 1931-32 | Almendares | 21-9-4 | Joseito Rodriguez |
| 1932-33 | Almendares (tie) | 13-9 | Adolfo Luque |
| Habana (tie) | 13-9 | Miguel Angel Gonzalez | |
| 1933-34 | No official season | ||
| 1934-35 | Almendares | 18-9-1 | Adolfo Luque |
| 1935-36 | Santa Clara | 34-14-1 | Martin Dihigo |
| 1936-37 | Marianao | 36-30-3 | Martin Dihigo |
| 1937-38 | Santa Clara | 44-18-4 | Lazaro Salazar |
| 1938-39 | Santa Clara | 34-20-2 | Lazaro Salazar |
| 1939-40 | Almendares | 28-23-1 | Adolfo Luque |
| 1940-41 | Habana | 30-19-5 | Miguel Angel Gonzalez |
| 1941-42 | Almendares | 28-20-3 | Adolfo Luque |
| 1942-43 | Almendares | 25-19-4 | Adolfo Luque |
| 1943-44 | Habana | 32-16 | Miguel Angel Gonzalez |
| 1944-45 | Almendares | 32-16-6 | Reinaldo Cordeiro |
| 1945-46 | Cienfuegos | 38-23-4 | Adolfo Luque |
| 1946-47 | Almendares | 42-24-4 | Adolfo Luque |
| 1946-47 # | Matanzas | 20-18 | Silvio Garcia |
| 1947-48 | Habana | 39-33-9 | Miguel Angel Gonzalez |
| 1947-48 % | Leones | 50-41 | Salvador Hernandez |
| 1948-49 | Almendares | 47-25 | Fermin Guerra |
| 1949-50 | Almendares | 38-34-4 | Fermin Guerra |
| 1950-51 | Habana | 40-32-1 | Miguel Angel Gonzalez |
| 1951-52 | Habana | 41-30-1 | Miguel Angel Gonzalez |
| 1952-53 | Habana | 43-29-1 | Miguel Angel Gonzalez |
| 1953-54 | Almendares | 44-28-1 | Bobby Bragan |
| 1954-55 | Almendares | 44-25-2 | Bobby Bragan |
| 1955-56 | Cienfuegos | 40-29 | Oscar Rodriguez |
| 1956-57 | Marianao | 40-28 | Napoleon Reyes |
| 1957-58 | Marianao | 43-32 | Napoleon Reyes |
| 1958-59 | Almendares | 46-26 | Clemente Carrera |
| 1959-60 | Cienfuegos | 48-24 | Tony Castano |
| 1960-61 | Cienfuegos | 35-31 | Tony Castano |
% Special season - Unico
# Federacion Nacional
% Players Federation
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