The Estonian SuperCup is a one-match competition, held annually between last year's Meistriliiga champion and current year's Estonian Cup winner. Reigning champion is FC Levadia Tallinn.
| Season | Winners | Score | Runners-up | Venue | Notes |
|---|---|---|---|---|---|
| 2011 | Flora | 0–0* | Levadia | Sportland Arena | |
| 2010 | Levadia | 2–0 | Flora | Sportland Arena | |
| 2009 | Flora | 2–1 | Levadia | Sportland Arena | [1] |
| 2008 | Trans | 4–1 | Levadia | Sportland Arena | [2] |
| 2007 | Trans | 2–1 | Levadia | Sportland Arena | [3] |
| 2006 | TVMK | 1–1* | Flora | Sportland Arena | [4] |
| 2005 | TVMK | 1–0 | Levadia | A. Le Coq MiniArena | [5] |
| 2004 | Flora | 2–1 | Levadia | A. Le Coq MiniArena | [5] |
| 2003 | Flora | 3–1† | TVMK | A. Le Coq MiniArena | [5] |
| 2002 | Flora | 1–1* | Levadia II | Lilleküla kunstmuru | [5] |
| 2001 | Levadia | 2–0 | Trans | Kreenholmi staadion | [5] |
| 3–1‡, agg. 5–1 | Lilleküla kunstmuru | [5] | |||
| 2000 | Levadia | 2–1† | Tulevik | Kuressaare linnastaadion | [5] |
| 1999 | Levadia | 4–1 | Flora | Kadrioru staadion | [5] |
| 1998 | Flora | 3–2† | Sadam | Kehtna staadion | [5] |
| 1997/98 | Lantana | 3–0 | Sadam | Maarjamäe staadion | [5] |
| 1996/97 | Sadam | 3–2 | Lantana | Maarjamäe staadion | [5] |
† Match went to extra time
‡ The match was later awarded to Levadia 3:– as Trans used a suspended player
* Match decided by a penalty shootout after extra time
| Club | Winners | Winning Years |
|---|---|---|
| Flora | 6 | 1998, 2002, 2003, 2004, 2009, 2011 |
| Levadia | 4 | 1999, 2000, 2001, 2010 |
| Trans | 2 | 2007, 2008 |
| TVMK | 2 | 2005, 2006 |
| Lantana (Includes Nikol) | 1 | 1997–98 |
| Sadam | 1 | 1996–97 |
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