| Season | Rider | Team | Age |
|---|---|---|---|
| 2022 | VALVERDE Alejandro | Movistar Team | 41y +251d |
| 2021 | VALVERDE Alejandro | Movistar Team | 40y +251d |
| 2020 | VALVERDE Alejandro | Movistar Team | 39y +250d |
| 2019 | HAYMAN Mathew | Mitchelton-Scott | 40y +256d |
| 2018 | TUFT Svein | Mitchelton-Scott | 40y +237d |
| 2017 | ZUBELDIA Haimar | Trek - Segafredo | 39y +275d |
| 2016 | TOSATTO Matteo | Tinkoff | 41y +232d |
| 2015 | TOSATTO Matteo | Tinkoff - Saxo | 40y +232d |
| 2014 | VOIGT Jens | Trek Factory Racing | 42y +107d |
| 2013 | VOIGT Jens | RadioShack - Leopard | 41y +107d |
| 2012 | VOIGT Jens | RadioShack - Nissan | 40y +106d |
| 2011 | VOIGT Jens | Leopard Trek | 39y +106d |
| 2010 | KNAVEN Servais | Milram | 38y +302d |
| 2009 | NOÈ Andrea | Liquigas | 39y +351d |
| 2008 | BALDATO Fabio | Lampre | 39y +201d |
| 2007 | BROCHARD Laurent | Bouygues Telecom | 38y +281d |
| 2006 | EKIMOV Viatcheslav | Discovery Channel | 39y +331d |
| 2005 | EKIMOV Viatcheslav | Discovery Channel | 38y +332d |
| 2004 | DIERCKXSENS Ludo | Landbouwkrediet - Colnago | 39y +78d |
| 2003 | SCIREA Mario | Domina Vacanze - Elitron | 38y +147d |
| 2002 | TCHMIL Andrei | Lotto - Adecco | 38y +345d |
| 2001 | PODENZANA Massimo | Mercatone Uno - Stream TV | 39y +156d |
| 2000 | BOSTICK Kent | Shaklee | 46y +188d |