Estonian men's super cup since 1996/97; an additional transitional edition was held in 1998.
SeasonEstonian Super Cup winnerRunner-upTrophy
2026Nõmme KaljuFlora Tallinn
Final: 3-1.
2025FCI Levadia TallinnNõmme Kalju
Final: 3-2.
2024Flora TallinnNarva Trans
Final: 2-2.		—
2023Paide LinnameeskondFlora Tallinn
Final: 3-2.		—
2022FCI Levadia TallinnFlora Tallinn
Final: 0-0.		—
2021Flora TallinnPaide Linnameeskond
Final: 1-0.		—
2020Flora TallinnNarva Trans
Final: 2-0.		—
2019Nõmme KaljuFCI Levadia Tallinn
Final: 3-2.		—
2018FCI Levadia TallinnFlora Tallinn
Final: 2-2.		—
2017FC InfonetFlora Tallinn
Final: 5-0.		—
2016Flora TallinnNõmme Kalju
Final: 3-0.		—
2015Levadia TallinnFC Santos Tartu
Final: 5-0.		—
2014Flora TallinnLevadia Tallinn
Final: 1-0.		—
2013Levadia TallinnNõmme Kalju
Final: 3-0.		—
2012Flora TallinnNarva Trans
Final: 4-0.		—
2011Flora TallinnLevadia Tallinn
Final: 0-0.		—
2010Levadia TallinnFlora Tallinn
Final: 2-0.		—
2009Flora TallinnLevadia Tallinn
Final: 2-1.		—
2008Narva TransLevadia Tallinn
Final: 4-1.		—
2007Narva TransLevadia Tallinn
Final: 2-1.		—
2006TVMK TallinnFlora Tallinn
Final: 1-1.		—
2005TVMK TallinnLevadia Tallinn
Final: 1-0.		—
2004Flora TallinnLevadia Tallinn
Final: 2-1.		—
2003Flora TallinnTVMK Tallinn
Final: 3-1.		—
2002Flora TallinnLevadia Tallinn
Final: 1-1.		—
2001Levadia MaarduNarva Trans
Final: 2-0. The second leg was awarded to Levadia after Narva fielded an ineligible player.		—
2000Levadia MaarduViljandi Tulevik
Final: 2-1.		—
1999Levadia MaarduFlora Tallinn
Final: 4-1.		—
1998Flora TallinnJK Tallinna Sadam
Final: 3-2. Additional transitional edition during the move to a calendar-year season.		—
1997/98Lantana TallinnJK Tallinna Sadam
Final: 3-0.		—
1996/97JK Tallinna SadamLantana Tallinn
Final: 3-2.		—