Milan vs. Peñarol: Titles Won by Year
Who won the most tournaments in each year, Peñarol from Uruguay or Milan from Italy? Explore a timeline with detailed, side-by-side, international and domestic trophies earned by each of these teams throughout their history, year by year.
By taking a look at the year-by-year history of these two teams, one can see that the longest streak with at least one trophy won per year is held by Peñarol, which won titles during 6 consecutive years (between 1964 and 1969), a period 3 years longer than the longest positive streak of Milan, which achieved success for 3 consecutive years (3 times).
In terms of years without a title, the worst run of the two is owned by Milan, who failed to win trophies for 43 consecutive years (between 1908 and 1950), a streak 34 years longer than the worst streak of Peñarol, which couldn't won for 9 consecutive years (between 1891 and 1899).
Titles Won Summary: | |
 Milan (Italy) |  Peñarol (Uruguay) |
 18 international titles | 9 international titles |
 32 domestic titles |  54 domestic titles |
Titles Year by Year: | ||||
 Milan |  Peñarol | |||
2025 | ||||
| - | |||
2024 | ||||
- |
| |||
2023 | ||||
| - | - | |||
2022 | ||||
|
| |||
2021 | ||||
- |
| |||
2020 | ||||
| - | - | |||
Milan | Peñarol | |||
2019 | ||||
| - | - | |||
2018 | ||||
- |
| |||
2017 | ||||
- |
| |||
2016 | ||||
|
| |||
2015 | ||||
| - | - | |||
2014 | ||||
| - | - | |||
2013 | ||||
- |
| |||
2012 | ||||
| - | - | |||
2011 | ||||
| - | |||
2010 | ||||
- |
| |||
Milan | Peñarol | |||
2009 | ||||
| - | - | |||
2008 | ||||
| - | - | |||
2007 | ||||
| - | |||
2006 | ||||
| - | - | |||
2005 | ||||
| - | - | |||
2004 | ||||
| - | |||
2003 | ||||
| - | |||
|
| |||
2002 | ||||
| - | - | |||
2001 | ||||
| - | - | |||
2000 | ||||
| - | - | |||
Milan | Peñarol | |||
1999 | ||||
|
| |||
1998 | ||||
| - | - | |||
1997 | ||||
- |
| |||
1996 | ||||
|
| |||
1995 | ||||
- |
| |||
1994 | ||||
| - | |||
|
| |||
1993 | ||||
|
| |||
1992 | ||||
| - | |||
1991 | ||||
| - | - | |||
1990 | ||||
| - | |||
Milan | Peñarol | |||
1989 | ||||
| - | |||
1988 | ||||
| - | |||
1987 | ||||
- |
| |||
1986 | ||||
- |
| |||
1985 | ||||
- |
| |||
1984 | ||||
| - | - | |||
1983 | ||||
| - | - | |||
1982 | ||||
- |
| |||
- |
| |||
1981 | ||||
- |
| |||
1980 | ||||
| - | - | |||
Milan | Peñarol | |||
1979 | ||||
|
| |||
1978 | ||||
- |
| |||
1977 | ||||
| - | |||
1976 | ||||
| - | - | |||
1975 | ||||
- |
| |||
1974 | ||||
- |
| |||
1973 | ||||
| - | |||
|
| |||
1972 | ||||
| - | |||
1971 | ||||
| - | - | |||
1970 | ||||
| - | - | |||
Milan | Peñarol | |||
1969 | ||||
|
| |||
1968 | ||||
| - | |||
|
| |||
1967 | ||||
|
| |||
1966 | ||||
- |
| |||
1965 | ||||
- |
| |||
1964 | ||||
- |
| |||
1963 | ||||
| - | |||
1962 | ||||
|
| |||
1961 | ||||
- |
| |||
- |
| |||
1960 | ||||
- |
| |||
- |
| |||
Milan | Peñarol | |||
1959 | ||||
|
| |||
1958 | ||||
- |
| |||
1957 | ||||
| - | |||
1956 | ||||
| - | - | |||
1955 | ||||
| - | |||
1954 | ||||
- |
| |||
1953 | ||||
- |
| |||
1952 | ||||
| - | - | |||
1951 | ||||
|
| |||
1950 | ||||
| - | - | |||
Milan | Peñarol | |||
1949 | ||||
- |
| |||
1948 | ||||
| - | - | |||
1947 | ||||
| - | - | |||
1946 | ||||
| - | - | |||
1945 | ||||
- |
| |||
1944 | ||||
- |
| |||
1943 | ||||
| - | - | |||
1942 | ||||
| - | - | |||
1941 | ||||
| - | - | |||
1940 | ||||
| - | - | |||
Milan | Peñarol | |||
1939 | ||||
| - | - | |||
1938 | ||||
- |
| |||
1937 | ||||
- |
| |||
1936 | ||||
- |
| |||
1935 | ||||
- |
| |||
1934 | ||||
| - | - | |||
1933 | ||||
| - | - | |||
1932 | ||||
- |
| |||
1931 | ||||
| - | - | |||
1930 | ||||
| - | - | |||
Milan | Peñarol | |||
1929 | ||||
- |
| |||
1928 | ||||
- |
| |||
1927 | ||||
| - | - | |||
1926 | ||||
| - | - | |||
1925 | ||||
| - | - | |||
1924 | ||||
| - | - | |||
1923 | ||||
| - | - | |||
1922 | ||||
| - | - | |||
1921 | ||||
- |
| |||
1920 | ||||
| - | - | |||
Milan | Peñarol | |||
1919 | ||||
| - | - | |||
1918 | ||||
- |
| |||
1917 | ||||
| - | - | |||
1916 | ||||
| - | - | |||
1915 | ||||
| - | - | |||
1914 | ||||
| - | - | |||
1913 | ||||
| - | - | |||
1912 | ||||
| - | - | |||
1911 | ||||
- |
| |||
1910 | ||||
| - | - | |||
Milan | Peñarol | |||
1909 | ||||
| - | - | |||
1908 | ||||
| - | - | |||
1907 | ||||
|
| |||
1906 | ||||
| - | |||
1905 | ||||
- |
| |||
1904 | ||||
| - | - | |||
1903 | ||||
| - | - | |||
1902 | ||||
| - | - | |||
1901 | ||||
|
| |||
1900 | ||||
- |
| |||
Milan | Peñarol | |||
1899 | ||||
| - (team foundation year) | - | |||
1898 | ||||
| - | - | |||
1897 | ||||
| - | - | |||
1896 | ||||
| - | - | |||
1895 | ||||
| - | - | |||
1894 | ||||
| - | - | |||
1893 | ||||
| - | - | |||
1892 | ||||
| - | - | |||
1891 | ||||
| - | - (team foundation year) | |||
* Note: the previous information includes the international tournaments that are usually taken into consideration, this is to say, those organized or approved by FIFA or by the continental confederations. It is worth clarifying that Peñarol won 5 tournaments (view detail...) organized by country federations.