Cup Winners
| Musim | Kelab | |
| 2016/2017 |  | FCI Tallinn |
| 2013/2014 |  | Levadia Tallinn |
| 2012/2013 |  | Flora |
| 2011/2012 | | Levadia Tallinn |
| 2010/2011 | | Flora |
| 2009/2010 | | Levadia Tallinn |
| 2007/2008 | | Flora |
| 2006/2007 | | Levadia Tallinn |
| 2005/2006 |  | TVMK |
| 2004/2005 | | Levadia Tallinn |
| 2003/2004 | | Levadia Tallinn |
| 2002/2003 | | TVMK |