| 1986-87 | Ballinamallard United Reserves |
| 1987-88 | Ballinamallard United Reserves |
| 1988-89 | Ballinamallard United Reserves |
| 1989-90 | Enniskillen Town United Reserves |
| 1990-91 | Enniskillen Town United Reserves |
| 1991-92 | Enniskillen Town United Reserves |
| 1992-93 | Enniskillen Town United Reserves |
| 1993-94 | Enniskillen Town United Reserves |
| 1994-95 | Enniskillen Town United Reserves |
| 1995-96 | Ballinamallard United III |
| 1996-97 | Kevlin United |
| 1997-98 | NFC Kesh Reserves |
| 1998-99 | Killen Rangers Reserves |
| 1999-00 | Enniskillen Town United Reserves |
| 2000-01 | NFC Kesh III |
| 2001-02 | Irvinestown Wanderers Reserves |
| 2002-03 | Lisnaskea Rovers Reserves |
| 2003-04 | Lisnaskea Rovers Reserves |
| 2004-05 | Enniskillen Town United Reserves |
| 2005-06 | Lisbellaw United Reserves |
| 2006-07 | NFC Kesh Reserves |
| 2007-08 | Enniskillen Town United Reserves |
| 2008-09 | Lisbellaw United Reserves |
| 2009-10 | Lisbellaw United Reserves |
| 2010-11 | Tummery Athletic Reserves |
| 2011-12 | Lisbellaw United Reserves |
| 2012-13 | Enniskillen Town United Reserves |
| 2013-14 | Strathroy Harps Reserves |
| 2014-15 | Strathroy Harps Reserves |
| 2015-16 | Mountjoy United Reserves |
| 2016-17 | Enniskillen Town United Reserves |
2017-18
| Killen Rangers Reserves
|