| # | Rider Name (Country) Team |
|---|---|
| 2015 | Gustavo César Veloso (Esp) W52-Quinta da Lixa |
| 2014 | Gustavo César Veloso (Esp) OFM-Quinta da Lixa |
| 2013 | Alejandro Marque (Esp) OFM-Quinta da Lixa |
| 2012 | David Blanco (Esp) Efapel–Glassdrive |
| 2011 | Ricardo Mestre (Por) Tavira-Prio |
| 2010 | David Blanco (Esp) Palmeiras Resort-Prio |
| 2009 | David Blanco (Esp) Palmeiras Resort-Prio |
| 2008 | David Blanco (Esp) Palmeiras Resort-Tavira |
| 2007 | Xavier Tondo (Esp) LA-MSS |
| 2006 | David Blanco (Esp) Comunidad Valenciana |
| 2005 | Vladimir Efimkin (Rus) Team Barloworld-Valsir |
| 2004 | David Bernabéu (Esp) Milaneza-Maia |
| 2003 | Nuno Ribeiro (Por) LA-Pecol |
| 2002 | Claus Michael Møller (Den) Milaneza-MSS |
| 2001 | Fabian Jeker (Sui) Milaneza-MSS |
| 2000 | Vítor Gamito (Por) Porta da Ravessa |
| 1999 | David Plaza (Esp) Benfica |
| 1998 | Marco Serpellini (Ita) Brescialat |
| 1997 | Zenon Jaskula (Pol) Mapei |
| 1996 | Massimiliano Lelli (Ita) Saeco/Levira |
| 1995 | Orlando Rodrigues (Por) Artiach |
| 1994 | Orlando Rodrigues (Por) Artiach |
| 1993 | Joaquim Gomes (Por) Recer/Boavista FCBoavista |
| 1992 | Cássio Freitas (Bra) Recer/Boavista |
| 1991 | Jorge Silva (Por) Sicasal/Acral |
| 1990 | Fernando Carvalho (Por) Ruquita/Feirense |
| 1989 | Joaquim Gomes (Por) Sicasal/Torreense |
| 1988 | Cayn Theakston (GBr) Louletano/Vale do Lobo |
| 1987 | Manuel Cunha (Por) Sicasal/Torreense |
| 1986 | Marco Chagas (Por) Sporting |
| 1985 | Marco Chagas (Por) Sporting |
| 1984 | Venceslau Fernandes (Por) Ajacto |
| 1983 | Marco Chagas (Por) Mako Jeans |
| 1982 | Marco Chagas (Por) FC Porto |
| 1981 | Manuel Zeferino (Por) FC Porto |
| 1980 | Francisco Miranda (Por) Lousa |
| 1979 | Joaquim Sousa Santos (Por) FC Porto |
| 1978 | Belmiro Silva (Por) Coimbrões |
| 1977 | Adelino Teixeira (Por) Lousa |
| 1976 | Firmino Bernardino (Por) Benfica |
| 1975 | No race due to Carnation Revolution |
| 1974 | Fernando Mendes (Por) Benfica |
| 1973 | Jesus Manzaneque (Esp) Messias |
| 1972 | Joaquim Agostinho (Por) Sporting |
| 1971 | Joaquim Agostinho (Por) Sporting |
| 1970 | Joaquim Agostinho (Por) Sporting |
| 1969 | Joaquim Andrade (Por) Sangalhos |
| 1968 | Américo Silva (Por) Benfica |
| 1967 | Antoine Houbrechts (Bel) Flandria |
| 1966 | Francisco Valada (Por) Benfica |
| 1965 | Peixoto Alves (Por) Benfica |
| 1964 | Joaquim Leão (Por) FC Porto |
| 1963 | João Roque (Por) Sporting |
| 1962 | José Pacheco (Por) FC Porto |
| 1961 | Mário Silva (Por) FC Porto |
| 1960 | Sousa Cardoso (Por) FC Porto |
| 1959 | Carlos Carvalho (Por) FC Porto |
| 1958 | Alves Barbosa (Por) Sangalhos |
| 1957 | Ribeiro Da Silva (Por) Académico do Porto |
| 1956 | Alves Barbosa (Por) Sangalhos |
| 1955 | Ribeiro Da Silva (Por) Académico do Porto |
| 1953-1954 | No race held |
| 1952 | Moreira De Sá (Por) FC Porto |
| 1951 | Alves Barbosa (Por) Sangalhos |
| 1950 | Dias Dos Santos (Por) FC Porto |
| 1949 | Dias Dos Santos (Por) FC Porto |
| 1948 | Fernando Moreira (Por) FC Porto |
| 1947 | José Martins (Por) Benfica |
| 1946 | José Martins (Por) Iluminante |
| 1942–1945 | No race due to World War II |
| 1941 | Francisco Inácio (Por) Sporting |
| 1940 | José Albuquerque (Por) Sporting |
| 1939 | Joaquim Fernandes (Por) CUF |
| 1938 | José Albuquerque (Por) Campo de Ourique |
| 1936-1937 | No race held |
| 1935 | César Luís (Por) Leões do Alentejo |
| 1934 | José Maria Nicolau (Por) Benfica |
| 1933 | Alfredo Trindade (Por) Sporting |
| 1932 | Alfredo Trindade (Por) Rio de Janeiro |
| 1931 | José Maria Nicolau (Por) Benfica |
| 1928-1930 | No race |
| 1927 | Augusto de Carvalho (Por) Carcavelos |
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