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| Year | Sport | Contest | Discipline | Category | Name | Country | Position |
|---|---|---|---|---|---|---|---|
| 1955 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Stan Ockers | Belgium | 1 |
| 1954 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Marcel Ernzer | Luxembourg | 1 |
| 1953 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Alois De Hertog | Belgium | 1 |
| 1952 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Ferdinand Kübler | Switzerland | 1 |
| 1951 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Ferdinand Kübler | Switzerland | 1 |
| 1950 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Prosper Depredomme | Belgium | 1 |
| 1949 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Camille Danguillaume | France | 1 |
| 1948 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Maurice Mollin | Belgium | 1 |
| 1947 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Richard Depoorter | Belgium | 1 |
| 1946 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Prosper Depredomme | Belgium | 1 |
| 1945 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Jean Engels | Belgium | 1 |
| 1943 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Richard Depoorter | Belgium | 1 |
| 1939 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Albert Ritserveldt | Belgium | 1 |
| 1938 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Alfons Deloor | Belgium | 1 |
| 1937 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Éloi Meulenberg | Belgium | 1 |
| 1936 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Albert Beckaert | Belgium | 1 |
| 1935 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Alfons Schepers | Belgium | 1 |
| 1934 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Theo Herckenrath | Belgium | 1 |
| 1933 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | François Gardier | Belgium | 1 |
| 1932 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Marcel Houyoux | Belgium | 1 |
| 1931 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Alfons Schepers | Belgium | 1 |
| 1930 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Hermann Buse | Germany | 1 |
| 1929 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Alfons Schepers | Belgium | 1 |
| 1928 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Ernest Mottard | Belgium | 1 |
| 1927 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Maurice Raes | Belgium | 1 |
| 1926 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Dieudonné Smets | Belgium | 1 |
| 1925 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Georges Ronsse | Belgium | 1 |
| 1924 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | René Vermandel | Belgium | 1 |
| 1923 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | René Vermandel | Belgium | 1 |
| 1922 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Louis Mottiat | Belgium | 1 |
| 1921 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Louis Mottiat | Belgium | 1 |
| 1920 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Léon Scieur | Belgium | 1 |
| 1919 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Léon Devos | Belgium | 1 |
| 1913 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Maurits Moritz | Belgium | 1 |
| 1912 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Omer Verschoore | Belgium | 1 |
| 1911 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Joseph Van Daele | Belgium | 1 |
| 1909 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Victor Fastre | Belgium | 1 |
| 1908 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | André Trousselier | France | 1 |
| 1894 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Léon Houa | Belgium | 1 |
| 1893 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Léon Houa | Belgium | 1 |
| 1892 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Léon Houa | Belgium | 1 |
| 2025 | Road Cycling | La Flèche Wallonne | Classics | Men | Tadej Pogačar | Slovenia | 1 |
| 2024 | Road Cycling | La Flèche Wallonne | Classics | Men | Stephen Williams | Great Britain | 1 |
| 2023 | Road Cycling | La Flèche Wallonne | Classics | Men | Tadej Pogačar | Slovenia | 1 |
| 2022 | Road Cycling | La Flèche Wallonne | Classics | Men | Dylan Teuns | Belgium | 1 |
| 2021 | Road Cycling | La Flèche Wallonne | Classics | Men | Julian Alaphilippe | France | 1 |
| 2020 | Road Cycling | La Flèche Wallonne | Classics | Men | Marc Hirschi | Switzerland | 1 |
| 2019 | Road Cycling | La Flèche Wallonne | Classics | Men | Julian Alaphilippe | France | 1 |
| 2018 | Road Cycling | La Flèche Wallonne | Classics | Men | Julian Alaphilippe | France | 1 |
| 2017 | Road Cycling | La Flèche Wallonne | Classics | Men | Alejandro Valverde | Spain | 1 |
| 2016 | Road Cycling | La Flèche Wallonne | Classics | Men | Alejandro Valverde | Spain | 1 |
| 2015 | Road Cycling | La Flèche Wallonne | Classics | Men | Alejandro Valverde | Spain | 1 |
| 2014 | Road Cycling | La Flèche Wallonne | Classics | Men | Alejandro Valverde | Spain | 1 |
| 2013 | Road Cycling | La Flèche Wallonne | Classics | Men | Daniel Moreno | Spain | 1 |
| 2012 | Road Cycling | La Flèche Wallonne | Classics | Men | Joaquim Rodríguez | Spain | 1 |
| 2011 | Road Cycling | La Flèche Wallonne | Classics | Men | Philippe Gilbert | Belgium | 1 |
| 2010 | Road Cycling | La Flèche Wallonne | Classics | Men | Cadel Evans | Australia | 1 |
| 2009 | Road Cycling | La Flèche Wallonne | Classics | Men | Davide Rebellin | Italy | 1 |
| 2008 | Road Cycling | La Flèche Wallonne | Classics | Men | Kim Kirchen | Luxembourg | 1 |
| 2007 | Road Cycling | La Flèche Wallonne | Classics | Men | Davide Rebellin | Italy | 1 |
| 2006 | Road Cycling | La Flèche Wallonne | Classics | Men | Alejandro Valverde | Spain | 1 |
| 2005 | Road Cycling | La Flèche Wallonne | Classics | Men | Danilo Di Luca | Italy | 1 |
| 2004 | Road Cycling | La Flèche Wallonne | Classics | Men | Davide Rebellin | Italy | 1 |
| 2003 | Road Cycling | La Flèche Wallonne | Classics | Men | Igor Astarloa | Spain | 1 |
| 2002 | Road Cycling | La Flèche Wallonne | Classics | Men | Mario Aerts | Belgium | 1 |
| 2001 | Road Cycling | La Flèche Wallonne | Classics | Men | Rik Verbrugghe | Belgium | 1 |
| 2000 | Road Cycling | La Flèche Wallonne | Classics | Men | Francesco Casagrande | Italy | 1 |
| 1999 | Road Cycling | La Flèche Wallonne | Classics | Men | Michele Bartoli | Italy | 1 |
| 1998 | Road Cycling | La Flèche Wallonne | Classics | Men | Bo Hamburger | Denmark | 1 |
| 1997 | Road Cycling | La Flèche Wallonne | Classics | Men | Laurent Jalabert | France | 1 |
| 1996 | Road Cycling | La Flèche Wallonne | Classics | Men | Lance Armstrong | United States | 1 |
| 1995 | Road Cycling | La Flèche Wallonne | Classics | Men | Laurent Jalabert | France | 1 |
| 1994 | Road Cycling | La Flèche Wallonne | Classics | Men | Moreno Argentin | Italy | 1 |
| 1993 | Road Cycling | La Flèche Wallonne | Classics | Men | Maurizio Fondriest | Italy | 1 |
| 1992 | Road Cycling | La Flèche Wallonne | Classics | Men | Giorgio Furlan | Italy | 1 |
| 1991 | Road Cycling | La Flèche Wallonne | Classics | Men | Moreno Argentin | Italy | 1 |
| 1990 | Road Cycling | La Flèche Wallonne | Classics | Men | Moreno Argentin | Italy | 1 |
| 1989 | Road Cycling | La Flèche Wallonne | Classics | Men | Claude Criquielion | Belgium | 1 |
| 1988 | Road Cycling | La Flèche Wallonne | Classics | Men | Rolf Gölz | West Germany | 1 |
| 1987 | Road Cycling | La Flèche Wallonne | Classics | Men | Jean-Claude Leclercq | France | 1 |
| 1986 | Road Cycling | La Flèche Wallonne | Classics | Men | Laurent Fignon | France | 1 |
| 1985 | Road Cycling | La Flèche Wallonne | Classics | Men | Claude Criquielion | Belgium | 1 |
| 1984 | Road Cycling | La Flèche Wallonne | Classics | Men | Kim Andersen | Denmark | 1 |
| 1983 | Road Cycling | La Flèche Wallonne | Classics | Men | Bernard Hinault | France | 1 |
| 1982 | Road Cycling | La Flèche Wallonne | Classics | Men | Mario Beccia | Italy | 1 |
| 1981 | Road Cycling | La Flèche Wallonne | Classics | Men | Daniel Willems | Belgium | 1 |
| 1980 | Road Cycling | La Flèche Wallonne | Classics | Men | Giuseppe Saronni | Italy | 1 |
| 1979 | Road Cycling | La Flèche Wallonne | Classics | Men | Bernard Hinault | France | 1 |
| 1978 | Road Cycling | La Flèche Wallonne | Classics | Men | Michel Laurent | France | 1 |
| 1977 | Road Cycling | La Flèche Wallonne | Classics | Men | Francesco Moser | Italy | 1 |
| 1976 | Road Cycling | La Flèche Wallonne | Classics | Men | Joop Zoetemelk | Netherlands | 1 |
| 1975 | Road Cycling | La Flèche Wallonne | Classics | Men | André Dierickx | Belgium | 1 |
| 1974 | Road Cycling | La Flèche Wallonne | Classics | Men | Frans Verbeeck | Belgium | 1 |
| 1973 | Road Cycling | La Flèche Wallonne | Classics | Men | André Dierickx | Belgium | 1 |
| 1972 | Road Cycling | La Flèche Wallonne | Classics | Men | Eddy Merckx | Belgium | 1 |
| 1971 | Road Cycling | La Flèche Wallonne | Classics | Men | Roger De Vlaeminck | Belgium | 1 |
| 1970 | Road Cycling | La Flèche Wallonne | Classics | Men | Eddy Merckx | Belgium | 1 |
| 1969 | Road Cycling | La Flèche Wallonne | Classics | Men | Jos Huysmans | Belgium | 1 |
| 1968 | Road Cycling | La Flèche Wallonne | Classics | Men | Rik Van Looy | Belgium | 1 |
| 1967 | Road Cycling | La Flèche Wallonne | Classics | Men | Eddy Merckx | Belgium | 1 |
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