Season 20-21 Only cups played due to the Corona virus
Karens Canine Summer Cup
Winners FC Brig
Runners Up Rosyth Sundays
Harrys Doggy Care Summer Cup
Winners Kirkcaldy Thistle
Runners Up Kirkland Bar
Season 19-20 Leagues decided on points per games due to virus
Premier League
FC Brig
2nd Division
Kingdom Rovers
All Cups cancelled
Season 18-19
Fife Sunday Trophy Winners Runners up
Minto Lounge Lochore Castle
League Cup Winners Lochore Castle Runners up Wellesley
JS Anderson Cup Winners Wellesley Runners up Dunfermline Town
Season 17-18
Ciswo Fife Sunday Trophy Winners West End Bar Runners Up Dunfermline United
CEF League Cup Winners McPhails Runners Up Styx
JS Anderson Cup Winners Athletico Rosyth Runners Up Minto Lounge
Premier League Winners Lochore Castle Runners Up McPhails
2nd Division Winners Steadings Runners Up Athletico Rosyth
Fair play Trophy Ciswo
Season 2016/17
Ciswo Fife Sunday Trophy Winners Lauders Runners Up Athletico Rosyth
League Cup Winners Lauders Runners Up Maltings
JS Anderson Cup Winners Styx Runners Up Jokers
Premier League Winners Lauders Runners Up Jokers
2nd Division Winners McPhails Runners Up Maltings
Summer Cup Winners Eddys Bar Runners Up Templehall Tavern
Fair Play Trophy Glenrothes Rovers
Season 2015 . 2016
Premier League
Winners FC Brig
Runners up Brucefield
2nd Division
Winners Kennoway AFC
Runners up Eddys Bar
Ciswo Fife Sunday Trophy
Winners FC Brig
Runners up Lochore Castle
League Cup
Winners Crystal Barcelona
Runners up FC Brig
JS Anderson Cup
Winners FC Brig
Runners up Dunfermline United
Fair Play Trophy
Winners Sky AFC
Season 2014 /2015
Lowes logistics Premier League
Winners Brucefield AFC
Runners Up Rosyth AFC
Lowes Logistics 2nd Division
Winners Auld Hoose Windygates
Runners up FC Brig
Lowes Logistics 3rd Division
Winners Jokers AFC
Runners up Dunfermline Utd AFC
Ciswo Fife Cup
Winners FC Brig AFC
Runners up Brucefield AFC
Lowes Logistics League Cup
Winners Auld Hoose AFC Windygates
Runners up Smugglers Inn AFC
JS Anderson Cup
Winners Auld Hoose AFC Windygates
Runners up FC Brig AFC
JS Anderson Gold Section
Winners Lauders AFC
Runners up Lochore Castle AFC
JS Anderson Silver Section
Winners Minto Lounge AFC
Runners up Torleys AFC
JS Anderson Bronze Section
Winners Dunfermline Utd AFC
Runners up Windsor AFC
Fair Play Trophy
Winners
Season 2013/2014
Defence4Security Premier League
Winners Rosyth AFC
Runners Up Brucefield
Defence4Security 2nd Division
Winners Minto Lounge
Runners Up CISWO
Defence4Security 3rd Division
Winners Bayview Bar
Runners Up Lauders
CISWO Fife Cup
Winners Rosyth AFC
Runners Up Kingdom United
League Cup
Winners Society AFC
Runners Up Lochore Castle
JS Anderson Cup
Winners Bayview Bar
Runners Up Minto Lounge
JS Anderson Gold Section
Winners Lochore Castle
Runners Up Brucefield
JS Anderson Silver Section
Winners Jeffreys
Runners Up FC Brig
JS Anderson Bronze Section
Winners Kennoway
Runners Up Society
Fair Play Trophy Legion Rovers
Divisional Cup Premier Top 4
Winners Brucefield
Runners Up Lochore Castle
Divisional Cup Premier 2nd 4
Winners Limekilns
Runners Up Bogarts
Divisional Cup 2nd Division Top 4
Winners Torleys
Runners Up Dunfermline United
Divisional Cup 2nd Division 2nd 4
Winners Bar Toro
Runners Up Society
Divisional Cup 3rd Division Top 4
Winners Lauders
Runners Up Bayview Bar
Divisional Cup 3rd Division 2nd 4
Winners Abbey
Runners Up Kennoway
| ||
| Season 2012/2013 | ||
| Defence4Security Premier League | ||
| Winners | Railway Tavern | |
| Runners Up | Kittys | |
| 2nd Division | ||
| Winners | Crown Inn | |
| Runners Up | Crystal Barcelona | |
| 3rd Division | ||
| Winners | Kings Arms | |
| Runners Up | Bayview | |
| Ciswo Fife Cup | ||
| Winners | Brucefield | |
| Runners Up | Golden Acorn | |
| Samaritans League Cup | ||
| Winners | Railway Tavern | |
| Runners Up | Crown Inn | |
| JS Anderson Cup | ||
| Winners | Railway Tavern | |
| Runners Up | Dunfermline Thistle | |
| Gold Section | ||
| Winners | Pinkertons | |
| Silver Section | ||
| Winners | Kinghorn Hearts | |
| Bronze Section | ||
| Winners | Bogarts | |
| Fair Play Trophy | Limekilns | |
| Season 2011/2012 | ||
| Defence4Security Premier League | ||
| Winners | Railway Tavern AFC | |
| Runners Up | Lang Toun Thistle | |
| 2nd Division | ||
| Winners | Dunfermline Thistle | |
| Runners Up | Eddys Bar | |
| 3rd Division | ||
| Winners | Crown Inn | |
| Runners Up | Limekilns | |
| Ciswo Fife Cup | ||
| Winners | Railway Tavern AFC | |
| Runners Up | Lochore Castle | |
| Samaritans League Cup | ||
| Winners | Railway Tavern AFC | |
| Runners Up | Dunfermline Thistle | |
| JS Anderson Cup | ||
| Winners | Railway Tavern AFC | |
| Runners Up | Lang Toun Thisle | |
| Gold Section | ||
| Winners | Limekilns | |
| Silver Section | ||
| Winners | Eddys Bar | |
| Bronze Section | ||
| Winners | CISWO | |
| Fair Play Trophy | Legion Royals | |
| Season 2010/2011 | ||
| Defence4Security Premier League | ||
| Winners | St Clair Tavern | |
| Runners Up | Railway Tavern AFC | |
| 1st Division | ||
| Winners | Lochore Castle | |
| Runners Up | Cottars | |
| 2nd Division | ||
| Winners | Crystal Barcelona | |
| Runners Up | Brig Tavern | |
| Ciswo Fife Cup | ||
| Winners | Railway Tavern AFC | |
| Runners Up | St Clair Tavern | |
| Samaritans League Cup | ||
| Winners | Railway Tavern AFC | |
| Runners Up | Dunfermline Thistle | |
| JS Anderson Cup | ||
| Winners | Dunfermline Thistle | |
| Runners Up | Railway Tavern AFC | |
| Gold Section | ||
| Winners | Jokers | |
| Silver Section | ||
| Winners | St Clair Tavern | |
| Bronze Section | ||
| Winners | Feuars Arms | |
| Fair Play Trophy | CISWO | |
| Season 2009/2010 | ||
| Motorsport Premier League | ||
| Winners | Railway Tavern AFC | |
| Runners Up | Bogarts AFC | |
| 1st Division | ||
| Winners | Burns Tavern AFC | |
| Runners Up | Lang Toun Thistle AFC | |
| 2nd Division | ||
| Winners | Jokers AFC | |
| Runners Up | Dixon Arms AFC | |
| Ciswo Fife Cup | ||
| Winners | Jokers AFC | |
| Runners Up | Golden Acorn AFC | |
| Samaritans League Cup | ||
| Winners | Railway Tavern AFC | |
| Runners Up | Jokers AFC | |
| JS Anderson Cup | ||
| Winners | Lang Toun Thistle AFC | |
| Runners Up | Golden Acorn AFC | |
| Gold Section | ||
| Winners | Dixon Arms AFC | |
| Silver Section | ||
| Winners | Lochore Castle AFC | |
| Bronze Section | ||
| Winners | Styx AFC | |
| Fair Play Trophy | Prinlaws | |
| Season 2008/2009 | ||
| Premier League | ||
| Winners | Bogarts AFC | |
| Runners Up | Wemyss Central AFC | |
| 1st Division | ||
| Winners | Prinlaws AFC | |
| Runners Up | CISWO AFC | |
| 2nd Division | ||
| Winners | Lochore Castle AFC | |
| Runners Up | Burns Tavern AFC | |
| Ciswo Fife Cup | ||
| Winners | Bogarts AFC | |
| Runners Up | Imperial Bar AFC | |
| League Cup | ||
| Winners | Prinlaws AFC | |
| Runners Up | Dysart Royals AFC | |
| JS Anderson Cup | ||
| Winners | Bogarts AFC | |
| Runners Up | Wemyss Central AFC | |
| Fair Play Trophy | Village Inn | |
| Season 2007/2008 | ||
| Premier League | ||
| Winners | White Heather AFC | |
| Runners Up | Dysart Royals AFC | |
| 1st Division | ||
| Winners | Wemyss Central AFC | |
| Runners Up | Hendies AFC | |
| 2nd Division | ||
| Winners | Station Buffet AFC | |
| Runners Up | New Inn AFC | |
| Ciswo Fife Cup | ||
| Winners | Gilvanbank AFC | |
| Runners Up | Bogarts AFC | |
| League Cup | ||
| Winners | Bogarts AFC | |
| Runners Up | Gleeson & McCafferty | |
| JS Anderson Cup | ||
| Winners | Bowhill AFC | |
| Runners Up | Royal Scot AFC | |
| Season 2006/2007 | ||
| Premier League | ||
| Winners (after playoff) | Bogarts AFC | |
| Runners Up | Benarty AFC | |
| 1st Division | ||
| Winners | Wishart Abbey AFC | |
| Runners Up | Gilvanbank AFC | |
| 2nd Division | ||
| Winners | Wemyss Central AFC | |
| Runners Up | Burnside Hotel AFC | |
| Fife Cup | ||
| Winners | The Yard Glenrothes | |
| Runners Up | Bogarts AFC | |
| CISWO League Cup | ||
| Winners | Sun Tavern AFC | |
| Runners Up | Benarty AFC | |
| JS Anderson Cup | ||
| Winners | Royal Scot AFC | |
| Runners Up | Prinlaws AFC | |