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| # | Rider Name (Country) Team |
|---|---|
| 2009 | Hernan Cline (Uru) C.C. Alas Rojas |
| 2008 | Christian Villanueva (Uru) Olímpico Juvenil de Flores |
| 2007 | Milton Wynants (Uru) Policial |
| 2006 | Eleno Rodríguez (Uru) Fénix |
| 2005 | Matías Medici (Arg) Fenix |
| 2004 | Matías Medici (Arg) Fenix |
| 2003 | Miguel Direna (Arg) Villa Teresa |
| 2002 | Héctor Morales (Uru) Club Ciclista Fénix |
| 2001 | Javier Gómez (Arg) Alas Rojas Sta. Lucía |
| 2000 | Gustavo Figueredo (Uru) Club Nacional |
| 1999 | Enrique Carricondo (Arg) Feder. Argentina |
| 1998 | Milton Wynants (Uru) Alas Rojas Sta. Lucía |
| 1997 | Federico Moreira (Uru) Club Ciclista Fénix |
| 1996 | Sven Teutenberg (Ger) U.S. Postal Service |
| 1995 | Gustavo Figueredo (Uru) Belho Horizonte |
| 1994 | Sergio Tesitore (Uru) Belho Horizonte |
| 1993 | Pablo Elizalde (Uru) C.C. Punta del Este |
| 1992 | Gustavo Artacho (Arg) C.C. Punta del Este |
| 1991 | Pablo Elizalde (Uru) C.C. Punta del Este |
| 1990 | José María Orlando (Uru) Peñarol |
| 1989 | Eduardo Trillini (Uru) Club Ciclista Fénix |
| 1988 | Federico Moreira (Uru) C.C. Amanecer |
| 1987 | Marcos Mazzarón (Bra) Caloi de Brasil |
| 1986 | Wanderley Magalhaes (Bra) Caloi de Brasil |
| 1985 | Ricardo Rondán (Uru) C.S.D Cruz del Sur |
| 1984 | José Asconegui (Uru) Belho Horizonte |
| 1983 | Pedro Paiz (Uru) Club Ciclista Fénix |
| 1982 | Federico Moreira (Uru) C.C. Maroñas |
| 1981 | José Roselló (Uru) Club Ciclista Fénix |
| 1980 | Carlos Alcántara (Uru) C.C. Amanecer |
| 1979 | Víctor Hugo González (Uru) América |
| 1978 | Carlos Alcántara (Uru) Policial |
| 1977 | Ricardo Rondán (Uru) Atenas de Soriano |
| 1976 | Ramón Cañete (Uru) Policial |
| 1975 | Néstor Danilo Berti (Uru) Social Progreso |
| 1974 | Waldemar Pedrazzi (Uru) Alas Rojas Sta. Lucía |
| 1973 | Carlos Alcántara (Uru) Policial |
| 1972 | Luis A. Sosa (Uru) C.C. América |
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