| Clasica a los Puertos Guaderrama | |||
|---|---|---|---|
| Year | First | Second | Third |
| 2008 | Levi Leipheimer (USA) | Alberto Contador Velasco (SPA) | Diego Gallejo Arnaiz (SPA) |
| 2007 | Héctor Guerra Garcia (SPA) | Alejandro Valverde Belmonte (SPA) | Daniel Moreno Fernandez (SPA) |
| 2006 | Ruben Plaza Molina (SPA) | Yon Bru Pascal (SPA) | Eladio Jimenez Sanchez (SPA) |
| 2005 | Xavier Zandio Echaide (SPA) | Carlos Castaño Panadero (SPA) | Jose Luis Martinez Jimenez (SPA) |
| 2004 | Jorge Ferrio Luque (SPA) | Carlos Ramon Golbano Garcia (SPA) | Gustavo Cesar Veloso (SPA) |
| 2003 | Denis Menchov (RUS) | Marcos Antonio Serrano Rodriguez (SPA) | Pedro Arreitunandia Quintero (SPA) |
| 2002 | Josep Jufre Pou (SPA) | Adolfo Garcia Quesada (SPA) | Oscar Sevilla Ribera (SPA) |
| 2001 | Santiago Botero Echeverry (COL) | Juan Miguel Mercado Martin (SPA) | Oscar Sevilla Ribera (SPA) |
| 2000 | Francisco Mancebo Perez (SPA) | Fernando Escartin Coti (SPA) | Roberto Heras Hernandez (SPA) |
| 1999 | Miguel Angel Martin Perdiguero (SPA) | Igor Flores Galarza (SPA) | Angel Luis Casero Moreno (SPA) |
| 1998 | Marcos Antonio Serrano Rodriguez (SPA) | Eleuterio Anguita Hinojosa (SPA) | Roberto Heras Hernandez (SPA) |
| 1997 | Manuel Beltran Martinez (SPA) | José Manuel Uria Gonzalez (SPA) | Roberto Heras Hernandez (SPA) |
| 1995 | Angel Luis Casero Moreno (SPA) | Marcos Antonio Serrano Rodriguez (SPA) | Manuel Fernandez Gines (SPA) |
| 1994 | Fernando Escartin Coti (SPA) | Laudelino Cubino Gonzalez (SPA) | Carmelo Miranda Gonzalez (SPA) |
| 1993 | Miguel Indurain Larraya (SPA) | Antonio Martin Velasco (SPA) | Angel Yesid Camargo Ochoa (COL) |
| 1992 | Nestor Oswaldo Mora Zarate (COL) | Laudelino Cubino Gonzalez (SPA) | Eduardo Chozas Olmo (SPA) |
| 1991 | Pedro Delgado Robledo (SPA) | Piotr Ugrumov (URS) | Laudelino Cubino Gonzalez (SPA) |
| 1990 | Stephen Hodge (AUS) | Enrique Alberto Aja Cagigas (SPA) | Eduardo Ruiz Santamaria (SPA) |
| 1989 | Jokin Mujika Aramburu (SPA) | Francisco José Antequera Alabau (SPA) | Marco Giovannetti (ITA) |
| 1988 | Laudelino Cubino Gonzalez (SPA) | Jesus Rodriguez Magro (SPA) | Miguel Angel Martinez Torres (SPA) |
| 1987 | Roberto Cordoba Asensi (SPA) | Vicente Juan Ridaura Sebastian (SPA) | Perez Jesus Cruz Martinez (SPA) |
| 1986 | Laudelino Cubino Gonzalez (SPA) | José Alirio Chizabas Torres (COL) | Juan-Tomas Martinez Gutierrez (SPA) |
| 1985 | Juan Fernandez Martin (SPA) | Inaki Gaston Crespi (SPA) | Antonio Coll Pontanilla (SPA) |
| 1984 | Inaki Gaston Crespi (SPA) | Juan Fernandez Martin (SPA) | Raimund Dietzen (DUI) |
| 1983 | José Luis Laguia Martinez (SPA) | Antonio Coll Pontanilla (SPA) | Eduardo Chozas Olmo (SPA) |
| 1982 | Vicente Belda Vicedo (SPA) | N. Kosarev (URS) | Ignacio Fandos Araguete (SPA) |
| 1981 | Vicente Gutierrez (SPA) | ||
| 1980 | Angel Arroyo Lanchas (SPA) | ||
| 1979 | Gines Garcia Pallares (SPA) | ||
| 1978 | Carlos Machin Rodriguez (SPA) | ||
| 1967 | José Luis Uribezubia Velar (SPA) | Gabino Erenozaga Legarreta (SPA) | Eugénio Lisarde Perez (SPA) |
| 1966 | Jesus Aranzabal Ojanguren (SPA) | Angelino Soler Romaguera (SPA) | Aurelio Gonzalez Puente (SPA) |
| 1964 | José Antonio Momene Campo (SPA) | Fernando Manzaneque Sanchez (SPA) | Antonio Suarez Vasquez (SPA) |
| 1956 | Gabriel Company Bauzà (SPA) | Miguel Chacón Diaz (SPA) | Carmelo Morales Erostarbe (SPA) |
| 1955 | Federico Martin Bahamontes (SPA) | Francisco Masip Llop (SPA) | Emilio Rodriguez Barros (SPA) |
| 1954 | Francisco Masip Llop (SPA) | Federico Martin Bahamontes (SPA) | Bernardo Ruiz Navarrete (SPA) |
DNF means that the rider did not start or finish that day. DF means that the rider finished that day, but no result is known.
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