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| Year | Sport | Contest | Discipline | Category | Name | Country | Position |
|---|---|---|---|---|---|---|---|
| 1926 | Road Cycling | Giro de Italia | Grand Tour | Men | Giovanni Brunero | Italy | 1 |
| 1925 | Road Cycling | Giro de Italia | Grand Tour | Men | Giovanni Brunero | Italy | 3 |
| 1925 | Road Cycling | Giro de Italia | Grand Tour | Men | Costante Girardengo | Italy | 2 |
| 1925 | Road Cycling | Giro de Italia | Grand Tour | Men | Alfredo Binda | Italy | 1 |
| 1924 | Road Cycling | Giro de Italia | Grand Tour | Men | Angiolo Gabrielli | Italy | 3 |
| 1924 | Road Cycling | Giro de Italia | Grand Tour | Men | Federico Gay | Italy | 2 |
| 1924 | Road Cycling | Giro de Italia | Grand Tour | Men | Giuseppe Enrici | Italy | 1 |
| 1923 | Road Cycling | Giro de Italia | Grand Tour | Men | Bartolomeo Aimo | Italy | 3 |
| 1923 | Road Cycling | Giro de Italia | Grand Tour | Men | Giovanni Brunero | Italy | 2 |
| 1923 | Road Cycling | Giro de Italia | Grand Tour | Men | Costante Girardengo | Italy | 1 |
| 1922 | Road Cycling | Giro de Italia | Grand Tour | Men | Giuseppe Enrici | Italy | 3 |
| 1922 | Road Cycling | Giro de Italia | Grand Tour | Men | Bartolomeo Aimo | Italy | 2 |
| 1922 | Road Cycling | Giro de Italia | Grand Tour | Men | Giovanni Brunero | Italy | 1 |
| 1921 | Road Cycling | Giro de Italia | Grand Tour | Men | Bartolomeo Aimo | Italy | 3 |
| 1921 | Road Cycling | Giro de Italia | Grand Tour | Men | Gaetano Belloni | Italy | 2 |
| 1921 | Road Cycling | Giro de Italia | Grand Tour | Men | Giovanni Brunero | Italy | 1 |
| 1920 | Road Cycling | Giro de Italia | Grand Tour | Men | Jean Alavoine | France | 3 |
| 1920 | Road Cycling | Giro de Italia | Grand Tour | Men | Angelo Gremo | Italy | 2 |
| 1920 | Road Cycling | Giro de Italia | Grand Tour | Men | Gaetano Belloni | Italy | 1 |
| 1919 | Road Cycling | Giro de Italia | Grand Tour | Men | Marcel Buysse | Belgium | 3 |
| 1919 | Road Cycling | Giro de Italia | Grand Tour | Men | Gaetano Belloni | Italy | 2 |
| 1919 | Road Cycling | Giro de Italia | Grand Tour | Men | Costante Girardengo | Italy | 1 |
| 1914 | Road Cycling | Giro de Italia | Grand Tour | Men | Luigi Lucotti | Italy | 3 |
| 1914 | Road Cycling | Giro de Italia | Grand Tour | Men | Pierino Albini | Italy | 2 |
| 1914 | Road Cycling | Giro de Italia | Grand Tour | Men | Alfonso Calzolari | Italy | 1 |
| 1913 | Road Cycling | Giro de Italia | Grand Tour | Men | Giuseppe Azzini | Italy | 3 |
| 1913 | Road Cycling | Giro de Italia | Grand Tour | Men | Eberardo Pavesi | Italy | 2 |
| 1913 | Road Cycling | Giro de Italia | Grand Tour | Men | Carlo Oriani | Italy | 1 |
| 1911 | Road Cycling | Giro de Italia | Grand Tour | Men | Giovanni Gerbi | France | 3 |
| 1911 | Road Cycling | Giro de Italia | Grand Tour | Men | Giovanni Rossignoli | Italy | 2 |
| 1911 | Road Cycling | Giro de Italia | Grand Tour | Men | Carlo Galetti | Italy | 1 |
| 1910 | Road Cycling | Giro de Italia | Grand Tour | Men | Emilio Chironi | Italy | 3 |
| 1910 | Road Cycling | Giro de Italia | Grand Tour | Men | Ezio Corlaita | Italy | 2 |
| 1910 | Road Cycling | Giro de Italia | Grand Tour | Men | Carlo Galetti | Italy | 1 |
| 1909 | Road Cycling | Giro de Italia | Grand Tour | Men | Giovanni Rossignoli | Italy | 3 |
| 1909 | Road Cycling | Giro de Italia | Grand Tour | Men | Carlo Galetti | Italy | 2 |
| 1909 | Road Cycling | Giro de Italia | Grand Tour | Men | Luigi Ganna | Italy | 1 |
| 2025 | Road Cycling | Giro di Lombardia | Monument | Men | Tadej Pogačar | Slovenia | 1 |
| 2024 | Road Cycling | Giro di Lombardia | Monument | Men | Tadej Pogačar | Slovenia | 1 |
| 2023 | Road Cycling | Giro di Lombardia | Monument | Men | Tadej Pogačar | Slovenia | 1 |
| 2022 | Road Cycling | Giro di Lombardia | Monument | Men | Tadej Pogačar | Slovenia | 1 |
| 2021 | Road Cycling | Giro di Lombardia | Monument | Men | Tadej Pogačar | Slovenia | 1 |
| 2020 | Road Cycling | Giro di Lombardia | Monument | Men | Jakob Fuglsang | Denmark | 1 |
| 2019 | Road Cycling | Giro di Lombardia | Monument | Men | Bauke Mollema | Netherlands | 1 |
| 2018 | Road Cycling | Giro di Lombardia | Monument | Men | Thibaut Pinot | France | 1 |
| 2017 | Road Cycling | Giro di Lombardia | Monument | Men | Vincenzo Nibali | Italy | 1 |
| 2016 | Road Cycling | Giro di Lombardia | Monument | Men | Esteban Chaves | Colombia | 1 |
| 2015 | Road Cycling | Giro di Lombardia | Monument | Men | Vincenzo Nibali | Italy | 1 |
| 2014 | Road Cycling | Giro di Lombardia | Monument | Men | Dan Martin | Ireland | 1 |
| 2013 | Road Cycling | Giro di Lombardia | Monument | Men | Joaquim Rodríguez | Spain | 1 |
| 2012 | Road Cycling | Giro di Lombardia | Monument | Men | Joaquim Rodríguez | Spain | 1 |
| 2011 | Road Cycling | Giro di Lombardia | Monument | Men | Oliver Zaugg | Switzerland | 1 |
| 2010 | Road Cycling | Giro di Lombardia | Monument | Men | Philippe Gilbert | Belgium | 1 |
| 2009 | Road Cycling | Giro di Lombardia | Monument | Men | Philippe Gilbert | Belgium | 1 |
| 2008 | Road Cycling | Giro di Lombardia | Monument | Men | Damiano Cunego | Italy | 1 |
| 2007 | Road Cycling | Giro di Lombardia | Monument | Men | Damiano Cunego | Italy | 1 |
| 2006 | Road Cycling | Giro di Lombardia | Monument | Men | Paolo Bettini | Italy | 1 |
| 2005 | Road Cycling | Giro di Lombardia | Monument | Men | Paolo Bettini | Italy | 1 |
| 2004 | Road Cycling | Giro di Lombardia | Monument | Men | Damiano Cunego | Italy | 1 |
| 2003 | Road Cycling | Giro di Lombardia | Monument | Men | Michele Bartoli | Italy | 1 |
| 2002 | Road Cycling | Giro di Lombardia | Monument | Men | Michele Bartoli | Italy | 1 |
| 2001 | Road Cycling | Giro di Lombardia | Monument | Men | Danilo Di Luca | Italy | 1 |
| 2000 | Road Cycling | Giro di Lombardia | Monument | Men | Raimondas Rumšas | Lithuania | 1 |
| 1999 | Road Cycling | Giro di Lombardia | Monument | Men | Mirko Celestino | Italy | 1 |
| 1998 | Road Cycling | Giro di Lombardia | Monument | Men | Oscar Camenzind | Switzerland | 1 |
| 1997 | Road Cycling | Giro di Lombardia | Monument | Men | Laurent Jalabert | France | 1 |
| 1996 | Road Cycling | Giro di Lombardia | Monument | Men | Andrea Tafi | Italy | 1 |
| 1995 | Road Cycling | Giro di Lombardia | Monument | Men | Gianni Faresin | Italy | 1 |
| 1994 | Road Cycling | Giro di Lombardia | Monument | Men | Vladislav Bobrik | Russia | 1 |
| 1993 | Road Cycling | Giro di Lombardia | Monument | Men | Pascal Richard | Switzerland | 1 |
| 1992 | Road Cycling | Giro di Lombardia | Monument | Men | Tony Rominger | Switzerland | 1 |
| 1991 | Road Cycling | Giro di Lombardia | Monument | Men | Sean Kelly | Ireland | 1 |
| 1990 | Road Cycling | Giro di Lombardia | Monument | Men | Gilles Delion | France | 1 |
| 1989 | Road Cycling | Giro di Lombardia | Monument | Men | Tony Rominger | Switzerland | 1 |
| 1988 | Road Cycling | Giro di Lombardia | Monument | Men | Charly Mottet | France | 1 |
| 1987 | Road Cycling | Giro di Lombardia | Monument | Men | Moreno Argentin | Italy | 1 |
| 1986 | Road Cycling | Giro di Lombardia | Monument | Men | Gianbattista Baronchelli | Italy | 1 |
| 1985 | Road Cycling | Giro di Lombardia | Monument | Men | Sean Kelly | Ireland | 1 |
| 1984 | Road Cycling | Giro di Lombardia | Monument | Men | Bernard Hinault | France | 1 |
| 1983 | Road Cycling | Giro di Lombardia | Monument | Men | Sean Kelly | Ireland | 1 |
| 1982 | Road Cycling | Giro di Lombardia | Monument | Men | Giuseppe Saronni | Italy | 1 |
| 1981 | Road Cycling | Giro di Lombardia | Monument | Men | Hennie Kuiper | Netherlands | 1 |
| 1980 | Road Cycling | Giro di Lombardia | Monument | Men | Fons De Wolf | Belgium | 1 |
| 1979 | Road Cycling | Giro di Lombardia | Monument | Men | Bernard Hinault | France | 1 |
| 1978 | Road Cycling | Giro di Lombardia | Monument | Men | Francesco Moser | Italy | 1 |
| 1977 | Road Cycling | Giro di Lombardia | Monument | Men | Gianbattista Baronchelli | Italy | 1 |
| 1976 | Road Cycling | Giro di Lombardia | Monument | Men | Roger De Vlaeminck | Belgium | 1 |
| 1975 | Road Cycling | Giro di Lombardia | Monument | Men | Francesco Moser | Italy | 1 |
| 1974 | Road Cycling | Giro di Lombardia | Monument | Men | Roger De Vlaeminck | Belgium | 1 |
| 1973 | Road Cycling | Giro di Lombardia | Monument | Men | Felice Gimondi | Italy | 1 |
| 1972 | Road Cycling | Giro di Lombardia | Monument | Men | Eddy Merckx | Belgium | 1 |
| 1971 | Road Cycling | Giro di Lombardia | Monument | Men | Eddy Merckx | Belgium | 1 |
| 1970 | Road Cycling | Giro di Lombardia | Monument | Men | Franco Bitossi | Italy | 1 |
| 1969 | Road Cycling | Giro di Lombardia | Monument | Men | Jean-Pierre Monseré | Belgium | 1 |
| 1968 | Road Cycling | Giro di Lombardia | Monument | Men | Herman Van Springel | Belgium | 1 |
| 1967 | Road Cycling | Giro di Lombardia | Monument | Men | Franco Bitossi | Italy | 1 |
| 1966 | Road Cycling | Giro di Lombardia | Monument | Men | Felice Gimondi | Italy | 1 |
| 1965 | Road Cycling | Giro di Lombardia | Monument | Men | Tom Simpson | Great Britain | 1 |
| 1964 | Road Cycling | Giro di Lombardia | Monument | Men | Gianni Motta | Italy | 1 |
| 1963 | Road Cycling | Giro di Lombardia | Monument | Men | Jo de Roo | Netherlands | 1 |
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