Cup Winners - Kennedy Cup
| SEASON | WINNERS |
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| 2003 | Shelbourne |
| 2004 | Enniskillen Town United |
| 2005 | Tummery Athletic |
| 2006 | Enniskillen Town United |
| 2007 | Strathroy Harps |
| 2008 | Lisbellaw Unted |
| 2009 | Enniskillen Town United |
| 2010 | Lisbellaw United |
| 2011 | Lisbellaw United |
| 2012 | Enniskillen Town United |
| 2013 | Enniskillen Town United |
| 2014 | Strathroy Harps |
| 2015 | Lisbellaw United |
| 2016 | Strathroy Harps
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| 2017 | Enniskillen Rangers |
| 2018 | Enniskillen Rangers |
| 2019 | Enniskillen Rangers |
| 2022 | Enniskillen Rangers |
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