| Year | Winner | Runner-Up |
| 2023-24 | Portcullis 1 | Newgate 2 |
| 2022-23 | Newgate 1 | Letham |
| 2021-22 | Merchants | The Fab |
| 2020-21 | No season | No season |
| 2019-20 | Season Void | Season Void |
| 2018-19 | Newgate 1 | Merchants |
| 2017-18 | Shotz 3 | West Port Bar |
| 2016-17 | Portcullis 3 | Cliffburn 2 |
| 2015-16 | Newgate 1 | Stag 1 |
| 2014-15 | Merchants | Newgate 1 |
| 2013-14 | Merchants | Burns Bar |
| 2012-13 | Railway 1 | St Tams |
| 2011-12 | Legion 1 | Portcullis 2 |
| 2010-11 | Legion 1 | Portcullis 3 |
| 2009-10 | Newgate | Stag |
| 2008-09 | Portcullis 2 | Ram's Heid 1 |
| 2007-08 | Legion 2 | Stag |
| 2006-07 | Portcullis 2 | West Port Bar 2 |
| 2005-06 | Burns Bar 1 | Legion 3 |
| 2004-05 | Abbey 2 | Fishermans |
| 2003-04 | Tutties | Viewfield 2 |
| 2002-03 | Ship | Tutties 2 |
| 2001-02 | Viewfield 2 | Unknown |
| 2000-01 | Cairnie 2 | Cairnie 1 |
| 1999-00 | Portcullis 2 | West Port Bar 1 |
| 1998-99 | Ram's Heid 1 | Ship Inn |
| 1997-98 | Ship or Fishermans? | |
| 1996-97 | Portcullis 2 | Viewfield |
| 1995-96 | Unknown | |
| 1994-95 | Stag 1 | Viewfield |
| 1993-94 | A.S.C. Veterans | Ship 2 |
| 1992-93 | Cairnie | Delaney's |
| 1991-92 | Sandys 2 | Ram's Heid |
| 1990-91 | Sandys 2 | Plough & Harrow |
| 1989-90 | Viewfield Bar | Ship |
| 1988-89 | Sandy's Bar | Abbey 2 |
| 1987-88 | Viewfield Bar | Abbey 1 |
