| Vuelta Castilla y Leon | |||
|---|---|---|---|
| Year | First | Second | Third |
| 2024 | Caleb Ewan (AUS) | Davide Cimolai (ITA) | Jenthe Biermans (BEL) |
| 2023 | Eduardo Sepulveda (ARG) | Felix Engelhardt (DUI) | Alex Molenaar (NED) |
| 2022 | Simon Yates (GBR) | George Bennett (NZL) | Jonathan Lastra Martinez (SPA) |
| 2021 | Matis Louvel (FRA) | Stefano Oldani (ITA) | Mauricio Moreira (URU) |
| 2019 | Davide Cimolai (ITA) | Guillaume Boivin (CDN) | Jérôme Cousin (FRA) |
| 2018 | Ruben Plaza Molina (SPA) | Carlos Barbero Cuesta (SPA) | Eduard Prades Reverter (SPA) |
| 2017 | Jonathan Hivert (FRA) | Jaime Roson Garcia (SPA) | Henrique Madeira Casimiro (POR) |
| 2016 | Alejandro Valverde Belmonte (SPA) | Pello Bilbao Lopez de Armentia (SPA) | Joni Silva Brandao (POR) |
| 2015 | Pierre Rolland (FRA) | Benat Intxausti Elorriaga (SPA) | Igor Anton Hernandez (SPA) |
| 2014 | David Belda Garcia (SPA) | Marcos Garcia Fernandez (SPA) | Sylwester Szmyd (POL) |
| 2013 | Ruben Plaza Molina (SPA) | Francisco Mancebo Perez (SPA) | Francesco Lasca (ITA) |
| 2012 | Javier Moreno Bazan (SPA) | Guillaume Levarlet (FRA) | Pablo Urtasun Perez (SPA) |
| 2011 | Xavier Tondo Volpini (SPA) | Bauke Mollema (NED) | Igor Anton Hernandez (SPA) |
| 2010 | Alberto Contador Velasco (SPA) | Igor Anton Hernandez (SPA) | Ezequiel Mosquera Miguez (SPA) |
| 2009 | Levi Leipheimer (USA) | Alberto Contador Velasco (SPA) | David Zabriskie (USA) |
| 2008 | Alberto Contador Velasco (SPA) | Juan Mauricio Soler Rodriguez (COL) | Thomas Dekker (NED) |
| 2007 | Alberto Contador Velasco (SPA) | Koldo Gil Perez (SPA) | Juan Jose Cobo Acebo (SPA) |
| 2006 | Alexandre Vinokourov (KAZ) | Luis Leon Sanchez Gil (SPA) | Jose Luis Rubiera Vigil (SPA) |
| 2005 | Carlos Garcia Quesada (SPA) | Francisco Perez Sanchez (1978) (SPA) | David Blanco Rodriguez (SPA) |
| 2004 | Koldo Gil Perez (SPA) | David Navas Chica (SPA) | Jose Ivan Gutierrez Palacios (SPA) |
| 2003 | Francisco Mancebo Perez (SPA) | Denis Menchov (RUS) | Alex Zülle (ZWI) |
| 2002 | Juan Miguel Mercado Martin (SPA) | Joan Horrach Ripoll (SPA) | Leonardo Piepoli (ITA) |
| 2001 | Marcos Antonio Serrano Rodriguez (SPA) | Levi Leipheimer (USA) | Manuel Beltran Martinez (SPA) |
| 2000 | Francisco Mancebo Perez (SPA) | Aitor Osa Eizaguirre (SPA) | Dave Bruylandts (BEL) |
| 1999 | Leonardo Piepoli (ITA) | Alberto Elli (ITA) | Giuseppe Guerini (ITA) |
| 1998 | Aitor Garmendia Arbilla (SPA) | Angel Luis Casero Moreno (SPA) | Jan Ullrich (DUI) |
| 1997 | Angel Luis Casero Moreno (SPA) | Laurent Jalabert (FRA) | Udo Bölts (DUI) |
| 1996 | Andrea Peron (1971) (ITA) | Udo Bölts (DUI) | Iñigo Cuesta Lopez de Castro (SPA) |
| 1995 | Santiago Blanco Gil (SPA) | Aitor Garmendia Arbilla (SPA) | Claus Michael Möller (DEN) |
| 1994 | Melcior Mauri Prat (SPA) | Alvaro Gonzalez de Galdeano Aranzabal (SPA) | Nico Emonds (BEL) |
| 1993 | Miguel Indurain Larraya (SPA) | Abraham Olano Manzano (SPA) | Antonio Martin Velasco (SPA) |
| 1992 | Asiate Saitov (RUS) | Malcolm Elliott (GBR) | Angel Edo Alsina (SPA) |
| 1991 | José Rodriguez Garcia (SPA) | Juan Carlos Gonzalez Salvador (SPA) | Julio Alfonso Gutierrez Gutierrez (SPA) |
| 1989 | Federico Echave Musatadi (SPA) | Peter Hilse (DUI) | Luc Suykerbuyk (NED) |
| 1988 | Raimund Dietzen (DUI) | Federico Echave Musatadi (SPA) | Angel Arroyo Lanchas (SPA) |
| 1987 | Julio Alfonso Gutierrez Gutierrez (SPA) | Manuel Jorge Dominguez Diaz (SPA) | Antonio Esparza Sanz (SPA) |
| 1986 | Julio Alfonso Gutierrez Gutierrez (SPA) | Carlos Hernandez Bailo (SPA) | Manuel Jorge Dominguez Diaz (SPA) |
| 1985 | Jesus Blanco Villar (SPA) | Federico Echave Musatadi (SPA) | Miguel-Angel Iglesias Guerrero (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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