| 2025 |  Estonia | Tommy Cash Espresso macchiato | 3 | 356 |
| 2024 | Estonia | 5miinust & Puuluup (nendest) narkootikumidest ei tea me (küll) midagi | 20 | 37 |
| 2023 | Estonia | Alika Bridges | 8 | 168 |
| 2022 | Estonia | Stefan Hope | 13 | 141 |
| 2021 | Estonia | Uku Suviste The Lucky One | — | — |
| 2020 | Estonia | Uku Suviste What Love Is | — | — |
| 2019 | Estonia | Victor Crone Storm | 20 | 76 |
| 2018 | Estonia | Elina Nechayeva La forza | 8 | 245 |
| 2017 | Estonia | Koit Toome & Laura Verona | — | — |
| 2016 | Estonia | Jüri Pootsmann Play | — | — |
| 2015 | Estonia | Elina Born & Stig Rästa Goodbye to Yesterday | 7 | 106 |
| 2014 | Estonia | Tanja Amazing | — | — |
| 2013 | Estonia | Birgit Et uus saaks alguse | 20 | 19 |
| 2012 | Estonia | Ott Lepland Kuula | 6 | 120 |
| 2011 | Estonia | Getter Jaani Rockefeller Street | 24 | 44 |
| 2010 | Estonia | Malcolm Lincoln Siren | — | — |
| 2009 | Estonia | Urban Symphony Rändajad | 6 | 129 |
| 2008 | Estonia | Kreisiraadio Leto svet | — | — |
| 2007 | Estonia | Gerli Padar Partners In Crime | — | — |
| 2006 | Estonia | Sandra Through My Window | — | — |
| 2005 | Estonia | Suntribe Let's Get Loud | — | — |
| 2004 | Estonia | Neiokõsõ Tii | — | — |
| 2003 | Estonia | Suntribe Eighties Coming Back | 21 | 14 |
| 2002 | Estonia | Sahléne Runaway | 3 | 111 |
| 2001 | Estonia | Tanel Padar, Dave Benton & 2XL Everybody | 1 | 198 |
| 2000 | Estonia | Ines Once In A Lifetime | 4 | 98 |
| 1999 | Estonia | Evelin Samuel & Camille Diamond Of Night | 6 | 90 |
| 1998 | Estonia | Koit Toome Mere lapsed | 12 | 36 |
| 1997 | Estonia | Maarja-Liis Ilus Keelatud maa | 8 | 82 |
| 1996 | Estonia | Ivo Linna & Maarja-Liis Ilus Kaelakee Hääl | 5 | 94 |
| 1994 | Estonia | Silvi Vrait Nagu Merelaine | 24 | 2 |
| 1993 | Estonia | Estonia in the Eurovision Song Contest 1993 Estonia in the Eurovision Song Contest 1993 | — | — |
