| Artist | Genre | ||
|---|---|---|---|
| 2001 |  | Leny Andrade | |
| 2002 |  | Leny Escudero | |
| 2003 |  | Leo | |
| 2004 |  | Leo Aberer | Jazz/Pop/Reggae |
| 2005 |  | Leo Cesari | |
| 2006 |  | Leo Dan | Pop |
| 2007 |  | Leo Diamond | |
| 2008 | | Léo e Marky | |
| 2009 |  | Leo Ferre | |
| 2010 |  | Leo Garcia | |
| 2011 |  | Leo Kottke | Acoustic/Folk |
| 2012 |  | Leo Ku | Pop |
| 2013 | | Leo Magalhaes | |
| 2014 |  | Leo Marini | |
| 2015 |  | Leo Marjane | |
| 2016 |  | Leo Martin | |
| 2017 |  | Leo Masliah | |
| 2018 |  | Leo Nardell | |
| 2019 |  | Leo Nocentelli | |
| 2020 |  | Leo (of Nemesis) | |
| 2021 |  | Leo Reisman | |
| 2022 | | Leo Reisman & Harold Arlen | |
| 2023 | | Leo Reisman % Harold Arlen | |
| 2024 |  | Leo Rey | |
| 2025 |  | Léo Rodriguez |
