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| Year | Sport | Contest | Discipline | Category | Name | Country | Position |
|---|---|---|---|---|---|---|---|
| 1958 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Fred De Bruyne | Belgium | 1 |
| 2011 | Road Cycling | Paris–Roubaix | Monument | Men | Johan Vansummeren | Belgium | 1 |
| 1942 | Road Cycling | Tour of Flanders | Monument | Men | Briek Schotte | Belgium | 1 |
| 1959 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Fred De Bruyne | Belgium | 1 |
| 2012 | Road Cycling | Paris–Roubaix | Monument | Men | Tom Boonen | Belgium | 1 |
| 1943 | Road Cycling | Tour of Flanders | Monument | Men | Achiel Buysse | Belgium | 1 |
| 1960 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Albertus Geldermans | Netherlands | 1 |
| 2013 | Road Cycling | Paris–Roubaix | Monument | Men | Fabian Cancellara | Switzerland | 1 |
| 1944 | Road Cycling | Tour of Flanders | Monument | Men | Rik Van Steenbergen | Belgium | 1 |
| 1961 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Rik Van Looy | Belgium | 1 |
| 2014 | Road Cycling | Paris–Roubaix | Monument | Men | Niki Terpstra | Netherlands | 1 |
| 1945 | Road Cycling | Tour of Flanders | Monument | Men | Sylvain Grysolle | Belgium | 1 |
| 1962 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Jef Planckaert | Belgium | 1 |
| 2015 | Road Cycling | Paris–Roubaix | Monument | Men | John Degenkolb | Germany | 1 |
| 1946 | Road Cycling | Tour of Flanders | Monument | Men | Rik Van Steenbergen | Belgium | 1 |
| 1963 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Frans Melckenbeeck | Belgium | 1 |
| 2016 | Road Cycling | Paris–Roubaix | Monument | Men | Mathew Hayman | Australia | 1 |
| 1947 | Road Cycling | Tour of Flanders | Monument | Men | Emiel Faignaert | Belgium | 1 |
| 1964 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Willy Blocklandt | Belgium | 1 |
| 2017 | Road Cycling | Paris–Roubaix | Monument | Men | Greg Van Avermaet | Belgium | 1 |
| 1948 | Road Cycling | Tour of Flanders | Monument | Men | Briek Schotte | Belgium | 1 |
| 1965 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Carmine Preziosi | Italy | 1 |
| 2018 | Road Cycling | Paris–Roubaix | Monument | Men | Peter Sagan | Slovakia | 1 |
| 1949 | Road Cycling | Tour of Flanders | Monument | Men | Fiorenzo Magni | Italy | 1 |
| 1966 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Jacques Anquetil | France | 1 |
| 2019 | Road Cycling | Paris–Roubaix | Monument | Men | Philippe Gilbert | Belgium | 1 |
| 1950 | Road Cycling | Tour of Flanders | Monument | Men | Fiorenzo Magni | Italy | 1 |
| 1905 | Road Cycling | Giro di Lombardia | Monument | Men | Giovanni Gerbi | France | 1 |
| 1967 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Walter Godefroot | Belgium | 1 |
| 2021 | Road Cycling | Paris–Roubaix | Monument | Men | Sonny Colbrelli | Italy | 1 |
| 1951 | Road Cycling | Tour of Flanders | Monument | Men | Fiorenzo Magni | Italy | 1 |
| 1906 | Road Cycling | Giro di Lombardia | Monument | Men | Giuseppe Brambilla | Italy | 1 |
| 1968 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Walter Van Sweefelt | Belgium | 1 |
| 2022 | Road Cycling | Paris–Roubaix | Monument | Men | Dylan van Baarle | Netherlands | 1 |
| 1952 | Road Cycling | Tour of Flanders | Monument | Men | Roger Decock | Belgium | 1 |
| 1907 | Road Cycling | Giro di Lombardia | Monument | Men | Gustave Garrigou | France | 1 |
| 1969 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Eddy Merckx | Belgium | 1 |
| 2023 | Road Cycling | Paris–Roubaix | Monument | Men | Mathieu van der Poel | Netherlands | 1 |
| 1953 | Road Cycling | Tour of Flanders | Monument | Men | Wim van Est | Netherlands | 1 |
| 1908 | Road Cycling | Giro di Lombardia | Monument | Men | François Faber | Luxembourg | 1 |
| 1970 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Roger De Vlaeminck | Belgium | 1 |
| 2024 | Road Cycling | Paris–Roubaix | Monument | Men | Mathieu van der Poel | Netherlands | 1 |
| 1954 | Road Cycling | Tour of Flanders | Monument | Men | Raymond Impanis | Belgium | 1 |
| 1909 | Road Cycling | Giro di Lombardia | Monument | Men | Giovanni Cuniolo | Italy | 1 |
| 1971 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Eddy Merckx | Belgium | 1 |
| 2025 | Road Cycling | Paris–Roubaix | Monument | Men | Mathieu van der Poel | Netherlands | 1 |
| 1955 | Road Cycling | Tour of Flanders | Monument | Men | Louison Bobet | France | 1 |
| 1910 | Road Cycling | Giro di Lombardia | Monument | Men | Giovanni Micheletto | Italy | 1 |
| 1972 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Eddy Merckx | Belgium | 1 |
| 1956 | Road Cycling | Tour of Flanders | Monument | Men | Jean Forestier | France | 1 |
| 1911 | Road Cycling | Giro di Lombardia | Monument | Men | Henri Pélissier | France | 1 |
| 1973 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Eddy Merckx | Belgium | 1 |
| 1957 | Road Cycling | Tour of Flanders | Monument | Men | Fred De Bruyne | Belgium | 1 |
| 1912 | Road Cycling | Giro di Lombardia | Monument | Men | Carlo Oriani | Italy | 1 |
| 1974 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Georges Pintens | Belgium | 1 |
| 1958 | Road Cycling | Tour of Flanders | Monument | Men | Germain Derycke | Belgium | 1 |
| 1913 | Road Cycling | Giro di Lombardia | Monument | Men | Henri Pélissier | France | 1 |
| 1975 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Eddy Merckx | Belgium | 1 |
| 1959 | Road Cycling | Tour of Flanders | Monument | Men | Rik Van Looy | Belgium | 1 |
| 1914 | Road Cycling | Giro di Lombardia | Monument | Men | Lauro Bordin | Italy | 1 |
| 1976 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Joseph Bruyère | Belgium | 1 |
| 1960 | Road Cycling | Tour of Flanders | Monument | Men | Arthur De Cabooter | Belgium | 1 |
| 1915 | Road Cycling | Giro di Lombardia | Monument | Men | Gaetano Belloni | Italy | 1 |
| 1977 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Bernard Hinault | France | 1 |
| 1961 | Road Cycling | Tour of Flanders | Monument | Men | Tom Simpson | Great Britain | 1 |
| 1916 | Road Cycling | Giro di Lombardia | Monument | Men | Leopoldo Torricelli | Italy | 1 |
| 1978 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Joseph Bruyère | Belgium | 1 |
| 1962 | Road Cycling | Tour of Flanders | Monument | Men | Rik Van Looy | Belgium | 1 |
| 1917 | Road Cycling | Giro di Lombardia | Monument | Men | Philippe Thys | Belgium | 1 |
| 1979 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Dietrich Thurau | West Germany | 1 |
| 1963 | Road Cycling | Tour of Flanders | Monument | Men | Noel Foré | Belgium | 1 |
| 1918 | Road Cycling | Giro di Lombardia | Monument | Men | Gaetano Belloni | Italy | 1 |
| 1980 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Bernard Hinault | France | 1 |
| 1964 | Road Cycling | Tour of Flanders | Monument | Men | Rudi Altig | West Germany | 1 |
| 1919 | Road Cycling | Giro di Lombardia | Monument | Men | Costante Girardengo | Italy | 1 |
| 1981 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Josef Fuchs | Switzerland | 1 |
| 1965 | Road Cycling | Tour of Flanders | Monument | Men | Jo de Roo | Netherlands | 1 |
| 1920 | Road Cycling | Giro di Lombardia | Monument | Men | Henri Pélissier | France | 1 |
| 1982 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Silvano Contini | Italy | 1 |
| 1966 | Road Cycling | Tour of Flanders | Monument | Men | Edward Sels | Belgium | 1 |
| 1921 | Road Cycling | Giro di Lombardia | Monument | Men | Costante Girardengo | Italy | 1 |
| 1983 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Steven Rooks | Netherlands | 1 |
| 1967 | Road Cycling | Tour of Flanders | Monument | Men | Dino Zandegù | Italy | 1 |
| 1922 | Road Cycling | Giro di Lombardia | Monument | Men | Costante Girardengo | Italy | 1 |
| 1984 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Sean Kelly | Ireland | 1 |
| 1968 | Road Cycling | Tour of Flanders | Monument | Men | Walter Godefroot | Belgium | 1 |
| 1923 | Road Cycling | Giro di Lombardia | Monument | Men | Giovanni Brunero | Italy | 1 |
| 1985 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Moreno Argentin | Italy | 1 |
| 1969 | Road Cycling | Tour of Flanders | Monument | Men | Eddy Merckx | Belgium | 1 |
| 1924 | Road Cycling | Giro di Lombardia | Monument | Men | Giovanni Brunero | Italy | 1 |
| 1986 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Moreno Argentin | Italy | 1 |
| 1970 | Road Cycling | Tour of Flanders | Monument | Men | Eric Leman | Belgium | 1 |
| 1925 | Road Cycling | Giro di Lombardia | Monument | Men | Alfredo Binda | Italy | 1 |
| 1987 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Moreno Argentin | Italy | 1 |
| 1971 | Road Cycling | Tour of Flanders | Monument | Men | Evert Dolman | Netherlands | 1 |
| 1926 | Road Cycling | Giro di Lombardia | Monument | Men | Alfredo Binda | Italy | 1 |
| 1988 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Adri van der Poel | Netherlands | 1 |
| 1972 | Road Cycling | Tour of Flanders | Monument | Men | Eric Leman | Belgium | 1 |
| 1927 | Road Cycling | Giro di Lombardia | Monument | Men | Alfredo Binda | Italy | 1 |
| 1989 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Sean Kelly | Ireland | 1 |
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