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The Cup Winners Cup is a competition featuring cup winner’s from many different MFLS leagues.
- Qualifies For: The champion qualifies for next year’s Mug’O’Suds Invitational.
| Past Champions | |||
| Year | Team | Owner | League |
| 2011 | Top Shelf | David Thomas | Brew City FA |
| 2010 | FC Chunkers | Cristi Thomas | Division Of Great Significance |
| 2009 | Lowbrow Wanderers SC | John Zukas | All American Premier League |
| 2008 | Athletico Foozer | Brandon Jett | Crew Fans |
| 2007 | Causmos | Steve Ercolano | Nationwide Premier League |
| 2006 | Aviators | Hal Jones | Brew City FA |
| 2005 | Aviators | Hal Jones | Brew City FA |
| 2004 | Top Shelf | David Thomas | Brew City FA |
| 2003 | Nicol & Dime FC | Ugo Biscaia | RevMFLS |
| 2002 | Blackthorne Highlanders | Kerry Kernaghan | River Ratz of the Nose |
| 2001 | beggar | Tom Weible | MFLS Champions |
| 2000 | Headhunter FC | Michael Driskill | KC Wizards MFLS |
| 1999 | cYber warriors | Habib Erkan | Burnfan |
