Chelsea vs. Milan: Titles Won by Decade

Who won the most tournaments in each decade, Milan from Italy or Chelsea from England? Here you'll find a decade-by-decade summary of the number of international and domestic trophies won by each of these teams in each 10-year period throughout their history.

Going through the history of these teams, decade by decade, we can find that the best period in terms of total titles won is owned by Milan with 13 trophies obtained between 1990 and 1999, surpassing by 3 titles the best decade of Chelsea, which includes a total of 10 (2 times).

If we focus on titles won at international level, Chelsea and Milan are tied for the best decade with a total of 5 titles won each.

On the other hand, when considering only domestic tournaments (first division leagues, cups, super cups, etc.), the best decade of Chelsea surpasses the best of Milan, 10 to 8.

Summary of Titles Won by Decade:

International Titles Domestic Titles Total
DecadeChelsea logo
Chelsea

Star
Milan logo
Milan

Star
Chelsea logo
Chelsea

England Flag
Milan logo
Milan

Italy Flag
Chelsea logo
Chelsea

StarEngland Flag
Milan logo
Milan

StarItaly Flag
2020 to present500252
2010 to 20193073103
2000 to 200905103108
1990 to 19992538513
1980 to 1989031215
1970 to 1979111425
1960 to 1969041317
1950 to 1959002424
1940 to 1949000000
1930 to 1939000000
1920 to 1929000000
1910 to 1919000000
1900 to 1909000303
1890 to 1899-0-0-0
Total:111825323650

Details of Titles Won by Decade:

Titles between 2020 and the present:

Chelsea logo
Chelsea
Milan logo
Milan

StarInternational: 5

StarInternational: 0

-

England FlagDomestic: 0

-

Italy FlagDomestic: 2

Titles between 2010 and 2019:

Chelsea logo
Chelsea
Milan logo
Milan

StarInternational: 3

StarInternational: 0

-

England FlagDomestic: 7

Italy FlagDomestic: 3

Titles between 2000 and 2009:

Chelsea logo
Chelsea
Milan logo
Milan

StarInternational: 0

-

StarInternational: 5

England FlagDomestic: 10

Italy FlagDomestic: 3

Titles between 1990 and 1999:

Chelsea logo
Chelsea
Milan logo
Milan

StarInternational: 2

StarInternational: 5

England FlagDomestic: 3

Italy FlagDomestic: 8

Titles between 1980 and 1989:

Chelsea logo
Chelsea
Milan logo
Milan

StarInternational: 0

-

StarInternational: 3

England FlagDomestic: 1

Italy FlagDomestic: 2

Titles between 1970 and 1979:

Chelsea logo
Chelsea
Milan logo
Milan

StarInternational: 1

StarInternational: 1

England FlagDomestic: 1

Italy FlagDomestic: 4

Titles between 1960 and 1969:

Chelsea logo
Chelsea
Milan logo
Milan

StarInternational: 0

-

StarInternational: 4

England FlagDomestic: 1

Italy FlagDomestic: 3

Titles between 1950 and 1959:

Chelsea logo
Chelsea
Milan logo
Milan

StarInternational: 0

-

StarInternational: 0

-

England FlagDomestic: 2

Italy FlagDomestic: 4

Titles between 1940 and 1949:

Chelsea logo
Chelsea
Milan logo
Milan
(no titles)(no titles)

Titles between 1930 and 1939:

Chelsea logo
Chelsea
Milan logo
Milan
(no titles)(no titles)

Titles between 1920 and 1929:

Chelsea logo
Chelsea
Milan logo
Milan
(no titles)(no titles)

Titles between 1910 and 1919:

Chelsea logo
Chelsea
Milan logo
Milan
(no titles)(no titles)

Titles between 1900 and 1909:

Chelsea logo
Chelsea
Milan logo
Milan

StarInternational: 0

-

StarInternational: 0

-

England FlagDomestic: 0

-

Italy FlagDomestic: 3

Titles between 1890 and 1899:

Chelsea logo
Chelsea
Milan logo
Milan
(the team did not exist during this decade)(no titles)