| Year | League Champions | Div 2 Winners | CL Cup Winners | 7’s Winners | Golden Boot |
|---|---|---|---|---|---|
| 2021/2022 | Discovery Bay FC Wanchai Spartans | Stray Dogs Wanchai Wolves | (Legends Cup: Spartans Masters) | Oliver Bajings/Kyle Wagner D1, Daniel Yee D2, Forlan Li D3 | |
| 2020/2021 | USRC Gunners (Legends DBFC Vets) Irish Harps | HK Krauts HK Scottish Eagles | Ethan Squires D1, Luca Merlone D2, L Mimasu D3 | ||
| 2019/2020 | USRC Gunners (Legends HKFC) Wanchai Spartans | Irish Harps KCC Cavaliers | (Legends Cup HKFC) - | - | Marcus McMillan - D1, Henry Li / Lee McQuade / Iain Killoughery - D2 |
| 2018/2019 | Discovery Bay FC (Legends: Godfathers) Wanchai Spartans | Mes Amis Revolution (Div3 Samurai Blue) | USRC (Legends Cup: HKFC) Mes Amis | Azzuri | Phil Bracker-- D1 Chris Delaglasia/Tim Rechter - D2 |
| 2017/2018 | Forward FC (Legends: DBFC Vets) USRC Gunners | Bants Raptors Soho Spartans -- (Div 3: Young Guns) | Forward FC (Legends Cup: HKFC) Soho Spartans (Plate: Revolution FC) | Forward FC | Bastian Braun - D1 Li Yongsen - D2 |
| 2016/2017 | Discovery Bay FC (Legends: HKFC) Forward FC | HK Scottish Stags San Pellegrinos -- (Div 3: KCC Royals) | Discovery Bay FC (Legends Cup: HKFC) RBFC (Plate: HK Scottish Stags) | JLeaguers | Kafi Harun --- D1 , Li Yongsen - D2 |
| 2015/2016 | FWD FC (Legends: French Dragons) Discovery Bay | Royale Dragons Corinthians -- (Div3: San Pellegrinos) | FWD FC (Legends Spartans Masters) Discovery Bay (Plate: Club Tropicana | Goodfellas | Matthew Zoller-D1, Seb Buddle-D2 |
| 2014/2015 | Discovery Bay FC FWD FC -- (Legends: French Dragons) | Young Guns Hk Krauts | USRC Power Bants FC | French Dragons | Matthew Zoller-D1, Dennis Chan-D2 |
| 2013/2014 | Initiative FC Spartans | USRC Experience Ruby Murrays | RBFC/Mes Amis Ruby Murrays | Goodfellas | Chris Ingham-D1 Jason Langston-D2 |
| 2012/2013 | JLeaguers Studz | Bants FC Team Shotgun | JLeaguers RBFC/Mes Amis | French Dragons | Chris Ingham-D1, Sam Trayford-D2 |
| 2011/2012 | Hamsap FC RBFC/Mes Amis | San Pellegrinos Legal Head | Monopoly Hamsap FC | Revolution | Greg Turner-D1 Sam Trayford-D2 |
| 2010/2011 | Spartans Hamsap FC | Monopoly Spartans | Monopoly | Chris Armand | |
| 2009/2010 | Spartans Revolution | Spartans Monopoly | Solid Rock | Steve Gordon | |
| 2008/2009 | RBFC/Mes Amis Spartans | RBFC/Mes Amis Force | Chung Fat | Stewart McInnes | |
| 2007/2008 | Spartans RBFC/Mes Amis | Force Spartans | RBFC/Mes Amis | Jason Lee | |
| 2006/2007 | RBFC/Mes Amis PAFC | JLeaguers Spartans | Jason Lee | ||
| 2005/2006 | PAFC Spartans | RBFC/Mes Amis Spartans | Stewart McInnes | ||
| 2004/2005 | Legal Ho's PAFC | PAFC RBFC/Mes Amis | Dan Ames | ||
| 2003/2004 | ADW | ADW | |||
| 2002/2003 | Spartans | Spartans ADW | |||
| 2001/2002 | Spartans | ||||
| 2000/2001 | Haldanes | ||||
| 1999/2000 | Haldanes Robertsons | Robertsons BoCs | Vinny Rowse | ||
| 1998/1999 | Haldanes | Henry Ho Haldanes | |||
| 1997/1998 | Haldanes | Haldanes BoCs | |||
| 1996/1997 | ADW | ||||
| 1995/1996 | Legal Aid Dept. | ||||
| 1994/1995 | ADW | Mable ADW | |||
| 1993/1994 | JSM | ||||
| 1992/1993 | Legal Aid Dept. | JSM Legal Aid Dept. | |||
| 1991/1992 | Real Unsociables | Real Unsociables Legal Aid Dept. |
