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| Year | Sport | Contest | Discipline | Category | Name | Country | Position |
|---|---|---|---|---|---|---|---|
| 1962 | Road Cycling | Giro di Lombardia | Monument | Men | Jo de Roo | Netherlands | 1 |
| 1961 | Road Cycling | Giro di Lombardia | Monument | Men | Vito Taccone | Italy | 1 |
| 1960 | Road Cycling | Giro di Lombardia | Monument | Men | Emile Daems | Belgium | 1 |
| 1959 | Road Cycling | Giro di Lombardia | Monument | Men | Rik Van Looy | Belgium | 1 |
| 1958 | Road Cycling | Giro di Lombardia | Monument | Men | Nino Defilippis | Italy | 1 |
| 1957 | Road Cycling | Giro di Lombardia | Monument | Men | Diego Ronchini | Italy | 1 |
| 1956 | Road Cycling | Giro di Lombardia | Monument | Men | André Darrigade | France | 1 |
| 1955 | Road Cycling | Giro di Lombardia | Monument | Men | Cleto Maule | Italy | 1 |
| 1954 | Road Cycling | Giro di Lombardia | Monument | Men | Fausto Coppi | Italy | 1 |
| 1953 | Road Cycling | Giro di Lombardia | Monument | Men | Bruno Landi | Italy | 1 |
| 1952 | Road Cycling | Giro di Lombardia | Monument | Men | Giuseppe Minardi | Italy | 1 |
| 1951 | Road Cycling | Giro di Lombardia | Monument | Men | Louison Bobet | France | 1 |
| 1950 | Road Cycling | Giro di Lombardia | Monument | Men | Renzo Soldani | Italy | 1 |
| 1949 | Road Cycling | Giro di Lombardia | Monument | Men | Fausto Coppi | Italy | 1 |
| 1948 | Road Cycling | Giro di Lombardia | Monument | Men | Fausto Coppi | Italy | 1 |
| 1947 | Road Cycling | Giro di Lombardia | Monument | Men | Fausto Coppi | Italy | 1 |
| 1946 | Road Cycling | Giro di Lombardia | Monument | Men | Fausto Coppi | Italy | 1 |
| 1945 | Road Cycling | Giro di Lombardia | Monument | Men | Mario Ricci | Italy | 1 |
| 1942 | Road Cycling | Giro di Lombardia | Monument | Men | Aldo Bini | Italy | 1 |
| 1941 | Road Cycling | Giro di Lombardia | Monument | Men | Mario Ricci | Italy | 1 |
| 1940 | Road Cycling | Giro di Lombardia | Monument | Men | Gino Bartali | Italy | 1 |
| 1939 | Road Cycling | Giro di Lombardia | Monument | Men | Gino Bartali | Italy | 1 |
| 1938 | Road Cycling | Giro di Lombardia | Monument | Men | Cino Cinelli | Italy | 1 |
| 1937 | Road Cycling | Giro di Lombardia | Monument | Men | Aldo Bini | Italy | 1 |
| 1936 | Road Cycling | Giro di Lombardia | Monument | Men | Gino Bartali | Italy | 1 |
| 1935 | Road Cycling | Giro di Lombardia | Monument | Men | Enrico Mollo | Italy | 1 |
| 1934 | Road Cycling | Giro di Lombardia | Monument | Men | Learco Guerra | Italy | 1 |
| 1933 | Road Cycling | Giro di Lombardia | Monument | Men | Domenico Piemontesi | Italy | 1 |
| 1932 | Road Cycling | Giro di Lombardia | Monument | Men | Antonio Negrini | Italy | 1 |
| 1931 | Road Cycling | Giro di Lombardia | Monument | Men | Alfredo Binda | Italy | 1 |
| 1930 | Road Cycling | Giro di Lombardia | Monument | Men | Michele Mara | Italy | 1 |
| 1929 | Road Cycling | Giro di Lombardia | Monument | Men | Piero Fossati | Italy | 1 |
| 1928 | Road Cycling | Giro di Lombardia | Monument | Men | Gaetano Belloni | Italy | 1 |
| 1927 | Road Cycling | Giro di Lombardia | Monument | Men | Alfredo Binda | Italy | 1 |
| 1926 | Road Cycling | Giro di Lombardia | Monument | Men | Alfredo Binda | Italy | 1 |
| 1925 | Road Cycling | Giro di Lombardia | Monument | Men | Alfredo Binda | Italy | 1 |
| 1924 | Road Cycling | Giro di Lombardia | Monument | Men | Giovanni Brunero | Italy | 1 |
| 1923 | Road Cycling | Giro di Lombardia | Monument | Men | Giovanni Brunero | Italy | 1 |
| 1922 | Road Cycling | Giro di Lombardia | Monument | Men | Costante Girardengo | Italy | 1 |
| 1921 | Road Cycling | Giro di Lombardia | Monument | Men | Costante Girardengo | Italy | 1 |
| 1920 | Road Cycling | Giro di Lombardia | Monument | Men | Henri Pélissier | France | 1 |
| 1919 | Road Cycling | Giro di Lombardia | Monument | Men | Costante Girardengo | Italy | 1 |
| 1918 | Road Cycling | Giro di Lombardia | Monument | Men | Gaetano Belloni | Italy | 1 |
| 1917 | Road Cycling | Giro di Lombardia | Monument | Men | Philippe Thys | Belgium | 1 |
| 1916 | Road Cycling | Giro di Lombardia | Monument | Men | Leopoldo Torricelli | Italy | 1 |
| 1915 | Road Cycling | Giro di Lombardia | Monument | Men | Gaetano Belloni | Italy | 1 |
| 1914 | Road Cycling | Giro di Lombardia | Monument | Men | Lauro Bordin | Italy | 1 |
| 1913 | Road Cycling | Giro di Lombardia | Monument | Men | Henri Pélissier | France | 1 |
| 1912 | Road Cycling | Giro di Lombardia | Monument | Men | Carlo Oriani | Italy | 1 |
| 1911 | Road Cycling | Giro di Lombardia | Monument | Men | Henri Pélissier | France | 1 |
| 1910 | Road Cycling | Giro di Lombardia | Monument | Men | Giovanni Micheletto | Italy | 1 |
| 1909 | Road Cycling | Giro di Lombardia | Monument | Men | Giovanni Cuniolo | Italy | 1 |
| 1908 | Road Cycling | Giro di Lombardia | Monument | Men | François Faber | Luxembourg | 1 |
| 1907 | Road Cycling | Giro di Lombardia | Monument | Men | Gustave Garrigou | France | 1 |
| 1906 | Road Cycling | Giro di Lombardia | Monument | Men | Giuseppe Brambilla | Italy | 1 |
| 1905 | Road Cycling | Giro di Lombardia | Monument | Men | Giovanni Gerbi | France | 1 |
| 2025 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Mads Pedersen | Denmark | 1 |
| 2024 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Mads Pedersen | Denmark | 1 |
| 2023 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Christophe Laporte | France | 1 |
| 2022 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Biniam Girmay | Eritrea | 1 |
| 2021 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Wout van Aert | Belgium | 1 |
| 2020 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Mads Pedersen | Denmark | 1 |
| 2019 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Alexander Kristoff | Norway | 1 |
| 2018 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Peter Sagan | Slovakia | 1 |
| 2017 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Greg Van Avermaet | Belgium | 1 |
| 2016 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Peter Sagan | Slovakia | 1 |
| 2015 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Luca Paolini | Italy | 1 |
| 2014 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | John Degenkolb | Germany | 1 |
| 2013 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Peter Sagan | Slovakia | 1 |
| 2012 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Tom Boonen | Belgium | 1 |
| 2011 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Tom Boonen | Belgium | 1 |
| 2010 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Bernhard Eisel | Austria | 1 |
| 2009 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Edvald Boasson Hagen | Norway | 1 |
| 2008 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Óscar Freire | Spain | 1 |
| 2007 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Marcus Burghardt | Germany | 1 |
| 2006 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Thor Hushovd | Norway | 1 |
| 2005 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Nico Mattan | Belgium | 1 |
| 2004 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Tom Boonen | Belgium | 1 |
| 2003 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Andreas Klier | Germany | 1 |
| 2002 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Mario Cipollini | Italy | 1 |
| 2001 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | George Hincapie | United States | 1 |
| 2000 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Geert Van Bondt | Belgium | 1 |
| 1999 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Tom Steels | Belgium | 1 |
| 1998 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Frank Vandenbroucke | Belgium | 1 |
| 1997 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Philippe Gaumont | France | 1 |
| 1996 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Tom Steels | Belgium | 1 |
| 1995 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Lars Michaelsen | Denmark | 1 |
| 1994 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Wilfried Peeters | Belgium | 1 |
| 1993 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Mario Cipollini | Italy | 1 |
| 1992 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Mario Cipollini | Italy | 1 |
| 1991 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Djamolidine Abdoujaparov | Soviet Union | 1 |
| 1990 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Herman Frison | Belgium | 1 |
| 1989 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Gerrit Solleveld | Netherlands | 1 |
| 1988 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Sean Kelly | Ireland | 1 |
| 1987 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Teun van Vliet | Netherlands | 1 |
| 1986 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Guido Bontempi | Italy | 1 |
| 1985 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Eric Vanderaerden | Belgium | 1 |
| 1984 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Guido Bontempi | Italy | 1 |
| 1983 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Leo van Vliet | Netherlands | 1 |
| 1982 | Road Cycling | Gent–Wevelgem | Classics - sprint | Men | Frank Hoste | Belgium | 1 |
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