| Date | 08 September 2021 |
|---|---|
| Category | CC |
| Start | Trento |
| Finish | Trento |
| Distance | 22.4 km |
| Website | www.trentino2021cycling.eu/en/ |
| 2021 | Alec Segaert |
| 2020 | Mathias Vacek |
| 2019 | Andrea Piccolo |
| 2018 | Remco Evenepoel |
| 2017 | Andreas Leknessund |
| 2016 | Alexys Brunel |
| 2015 | Nikolay Ilichev |
| 2014 | Lennard Kämna |
| 2013 | Nikolay Cherkasov |
| 2012 | Mathias Krigbaum |
| 2 | Dmitrii Sokolov |
| 1 | Ilnur Zakarin |
| 1 | Joseph Perrett |
| 1 | Kirill Yatsevich |
| 1 | Alberto Bettiol |
| 1 | Mathias Krigbaum |
| 1 | Nikolay Cherkasov |
| 1 | Nikolay Ilichev |
| 1 | Lennard Kämna |
| 1 | Alexys Brunel |