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| Year | Sport | Contest | Discipline | Category | Name | Country | Position |
|---|---|---|---|---|---|---|---|
| 1937 | Road Cycling | Paris–Roubaix | Monument | Men | Jules Rossi | Italy | 1 |
| 1936 | Road Cycling | Paris–Roubaix | Monument | Men | Georges Speicher | France | 1 |
| 1935 | Road Cycling | Paris–Roubaix | Monument | Men | Gaston Rebry | Belgium | 1 |
| 1934 | Road Cycling | Paris–Roubaix | Monument | Men | Gaston Rebry | Belgium | 1 |
| 1933 | Road Cycling | Paris–Roubaix | Monument | Men | Sylvère Maes | Belgium | 1 |
| 1932 | Road Cycling | Paris–Roubaix | Monument | Men | Romain Gijssels | Belgium | 1 |
| 1931 | Road Cycling | Paris–Roubaix | Monument | Men | Gaston Rebry | Belgium | 1 |
| 1930 | Road Cycling | Paris–Roubaix | Monument | Men | Julien Vervaecke | Belgium | 1 |
| 1929 | Road Cycling | Paris–Roubaix | Monument | Men | Charles Meunier | Belgium | 1 |
| 1928 | Road Cycling | Paris–Roubaix | Monument | Men | André Leducq | France | 1 |
| 1927 | Road Cycling | Paris–Roubaix | Monument | Men | Georges Ronsse | Belgium | 1 |
| 1926 | Road Cycling | Paris–Roubaix | Monument | Men | Julien Delbecque | Belgium | 1 |
| 1925 | Road Cycling | Paris–Roubaix | Monument | Men | Félix Sellier | Belgium | 1 |
| 1924 | Road Cycling | Paris–Roubaix | Monument | Men | Jules Van Hevel | Belgium | 1 |
| 1923 | Road Cycling | Paris–Roubaix | Monument | Men | Heiri Suter | Switzerland | 1 |
| 1922 | Road Cycling | Paris–Roubaix | Monument | Men | Albert Dejonghe | Belgium | 1 |
| 1921 | Road Cycling | Paris–Roubaix | Monument | Men | Henri Pélissier | France | 1 |
| 1920 | Road Cycling | Paris–Roubaix | Monument | Men | Paul Deman | Belgium | 1 |
| 1919 | Road Cycling | Paris–Roubaix | Monument | Men | Henri Pélissier | France | 1 |
| 1914 | Road Cycling | Paris–Roubaix | Monument | Men | Charles Crupelandt | France | 1 |
| 1913 | Road Cycling | Paris–Roubaix | Monument | Men | François Faber | Luxembourg | 1 |
| 1912 | Road Cycling | Paris–Roubaix | Monument | Men | Charles Crupelandt | France | 1 |
| 1911 | Road Cycling | Paris–Roubaix | Monument | Men | Octave Lapize | France | 1 |
| 1910 | Road Cycling | Paris–Roubaix | Monument | Men | Octave Lapize | France | 1 |
| 1909 | Road Cycling | Paris–Roubaix | Monument | Men | Octave Lapize | France | 1 |
| 1908 | Road Cycling | Paris–Roubaix | Monument | Men | Cyrille van Hauwaert | Belgium | 1 |
| 1907 | Road Cycling | Paris–Roubaix | Monument | Men | Georges Passerieu | France | 1 |
| 1906 | Road Cycling | Paris–Roubaix | Monument | Men | Henri Cornet | France | 1 |
| 1905 | Road Cycling | Paris–Roubaix | Monument | Men | Louis Trousselier | France | 1 |
| 1904 | Road Cycling | Paris–Roubaix | Monument | Men | Hippolyte Aucouturier | France | 1 |
| 1903 | Road Cycling | Paris–Roubaix | Monument | Men | Hippolyte Aucouturier | France | 1 |
| 1902 | Road Cycling | Paris–Roubaix | Monument | Men | Lucien Lesna | France | 1 |
| 1901 | Road Cycling | Paris–Roubaix | Monument | Men | Lucien Lesna | France | 1 |
| 1900 | Road Cycling | Paris–Roubaix | Monument | Men | Émile Bouhours | France | 1 |
| 1899 | Road Cycling | Paris–Roubaix | Monument | Men | Albert Champion | France | 1 |
| 1898 | Road Cycling | Paris–Roubaix | Monument | Men | Maurice Garin | France | 1 |
| 1897 | Road Cycling | Paris–Roubaix | Monument | Men | Maurice Garin | France | 1 |
| 1896 | Road Cycling | Paris–Roubaix | Monument | Men | Josef Fischer | Germany | 1 |
| 2024 | Road Cycling | Olympic Games | Time trial | Men | Wout van Aert | Belgium | 3 |
| 2024 | Road Cycling | Olympic Games | Time trial | Men | Filippo Ganna | Italy | 2 |
| 2024 | Road Cycling | Olympic Games | Time trial | Men | Remco Evenepoel | Belgium | 1 |
| 2020 | Road Cycling | Olympic Games | Time trial | Men | Rohan Dennis | Australia | 3 |
| 2020 | Road Cycling | Olympic Games | Time trial | Men | Tom Dumoulin | Netherlands | 2 |
| 2020 | Road Cycling | Olympic Games | Time trial | Men | Primož Roglič | Slovenia | 1 |
| 2016 | Road Cycling | Olympic Games | Time trial | Men | Chris Froome | Great Britain | 3 |
| 2016 | Road Cycling | Olympic Games | Time trial | Men | Tom Dumoulin | Netherlands | 2 |
| 2016 | Road Cycling | Olympic Games | Time trial | Men | Fabian Cancellara | Switzerland | 1 |
| 2012 | Road Cycling | Olympic Games | Time trial | Men | Chris Froome | Great Britain | 3 |
| 2012 | Road Cycling | Olympic Games | Time trial | Men | Tony Martin | Germany | 2 |
| 2012 | Road Cycling | Olympic Games | Time trial | Men | Bradley Wiggins | Great Britain | 1 |
| 2008 | Road Cycling | Olympic Games | Time trial | Men | Levi Leipheimer | United States | 3 |
| 2008 | Road Cycling | Olympic Games | Time trial | Men | Gustav Larsson | Sweden | 2 |
| 2008 | Road Cycling | Olympic Games | Time trial | Men | Fabian Cancellara | Switzerland | 1 |
| 2004 | Road Cycling | Olympic Games | Time trial | Men | Michael Rogers | Australia | 3 |
| 2004 | Road Cycling | Olympic Games | Time trial | Men | Bobby Julich | United States | 2 |
| 2004 | Road Cycling | Olympic Games | Time trial | Men | Viatcheslav Ekimov | Russia | 1 |
| 2000 | Road Cycling | Olympic Games | Time trial | Men | Jan Ullrich | Germany | 2 |
| 2000 | Road Cycling | Olympic Games | Time trial | Men | Viatcheslav Ekimov | Russia | 1 |
| 1996 | Road Cycling | Olympic Games | Time trial | Men | Chris Boardman | Great Britain | 3 |
| 1996 | Road Cycling | Olympic Games | Time trial | Men | Abraham Olano | Spain | 2 |
| 1996 | Road Cycling | Olympic Games | Time trial | Men | Miguel Induráin | Spain | 1 |
| 1932 | Road Cycling | Olympic Games | Time trial | Men | Bernhard Britz | Sweden | 3 |
| 1932 | Road Cycling | Olympic Games | Time trial | Men | Guglielmo Segato | Italy | 2 |
| 1932 | Road Cycling | Olympic Games | Time trial | Men | Attilio Pavesi | Italy | 1 |
| 1928 | Road Cycling | Olympic Games | Time trial | Men | Gösta Carlsson | United States | 3 |
| 1928 | Road Cycling | Olympic Games | Time trial | Men | Frank Southall | Great Britain | 2 |
| 1928 | Road Cycling | Olympic Games | Time trial | Men | Henry Hansen | Denmark | 1 |
| 1924 | Road Cycling | Olympic Games | Time trial | Men | René Hamel | France | 3 |
| 1924 | Road Cycling | Olympic Games | Time trial | Men | Henri Hoevenaers | Belgium | 2 |
| 1924 | Road Cycling | Olympic Games | Time trial | Men | Armand Blanchonnet | France | 1 |
| 1920 | Road Cycling | Olympic Games | Time trial | Men | Fernand Canteloube | France | 3 |
| 1920 | Road Cycling | Olympic Games | Time trial | Men | Henry Kaltenbrunn | South Africa | 2 |
| 1920 | Road Cycling | Olympic Games | Time trial | Men | Harry Stenqvist | Sweden | 1 |
| 1912 | Road Cycling | Olympic Games | Time trial | Men | Carl Schutte | United States | 3 |
| 1912 | Road Cycling | Olympic Games | Time trial | Men | Frederick Grubb | Great Britain | 2 |
| 1912 | Road Cycling | Olympic Games | Time trial | Men | Rudolph Lewis | South Africa | 1 |
| 2024 | Road Cycling | Olympic Games | Classics | Men | Christophe Laporte | France | 3 |
| 2024 | Road Cycling | Olympic Games | Classics | Men | Valentin Madouas | France | 2 |
| 2024 | Road Cycling | Olympic Games | Classics | Men | Remco Evenepoel | Belgium | 1 |
| 2020 | Road Cycling | Olympic Games | Classics | Men | Tadej Pogačar | Slovenia | 3 |
| 2020 | Road Cycling | Olympic Games | Classics | Men | Wout Van Aert | Belgium | 2 |
| 2020 | Road Cycling | Olympic Games | Classics | Men | Richard Carapaz | Ecuador | 1 |
| 2016 | Road Cycling | Olympic Games | Classics | Men | Rafał Majka | Poland | 3 |
| 2016 | Road Cycling | Olympic Games | Classics | Men | Jakob Fuglsang | Denmark | 2 |
| 2016 | Road Cycling | Olympic Games | Classics | Men | Greg Van Avermaet | Belgium | 1 |
| 2012 | Road Cycling | Olympic Games | Classics | Men | Alexander Kristoff | Norway | 3 |
| 2012 | Road Cycling | Olympic Games | Classics | Men | Rigoberto Urán | Colombia | 2 |
| 2012 | Road Cycling | Olympic Games | Classics | Men | Alexander Vinokourov | Kazakhstan | 1 |
| 2008 | Road Cycling | Olympic Games | Classics | Men | Alexandr Kolobnev | Russia | 3 |
| 2008 | Road Cycling | Olympic Games | Classics | Men | Fabian Cancellara | Switzerland | 2 |
| 2008 | Road Cycling | Olympic Games | Classics | Men | Samuel Sánchez | Spain | 1 |
| 2004 | Road Cycling | Olympic Games | Classics | Men | Axel Merckx | Belgium | 3 |
| 2004 | Road Cycling | Olympic Games | Classics | Men | Sérgio Paulinho | Portugal | 2 |
| 2004 | Road Cycling | Olympic Games | Classics | Men | Paolo Bettini | Italy | 1 |
| 2000 | Road Cycling | Olympic Games | Classics | Men | Andreas Klöden | Germany | 3 |
| 2000 | Road Cycling | Olympic Games | Classics | Men | Alexander Vinokourov | Kazakhstan | 2 |
| 2000 | Road Cycling | Olympic Games | Classics | Men | Jan Ullrich | Germany | 1 |
| 1996 | Road Cycling | Olympic Games | Classics | Men | Max Sciandri | Great Britain | 3 |
| 1996 | Road Cycling | Olympic Games | Classics | Men | Rolf Sørensen | Denmark | 2 |
| 1996 | Road Cycling | Olympic Games | Classics | Men | Pascal Richard | Switzerland | 1 |
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