Cup Winners
| Сезон | Клуб | |
| 2014/2015 |  | FC Sheriff Tiraspol |
| 2013/2014 |  | Zimbru |
| 2012/2013 |  | FC Tiraspol |
| 2011/2012 |  | FC Milsami |
| 2010/2011 |  | FC Iskra-Stal |
| 2009/2010 | | FC Sheriff Tiraspol |
| 2008/2009 | | FC Sheriff Tiraspol |
| 2007/2008 | | FC Sheriff Tiraspol |
| 2006/2007 | | Zimbru |
| 2005/2006 | | FC Sheriff Tiraspol |
| 2004/2005 |  | FC Nistru Otaci |
| 2003/2004 | | Zimbru |
| 2002/2003 | | Zimbru |
| 2001/2002 | | FC Sheriff Tiraspol |
| 2000/2001 | | FC Sheriff Tiraspol |
| 1999/2000 | | FC Tiraspol |
| 1998/1999 | | FC Sheriff Tiraspol |
| 1997/1998 | | Zimbru |
| 1996/1997 | | Zimbru |
| 1995/1996 | | FC Tiraspol |