Boys Ontario Cup Champions
| Under 12 boys |
|---|
| 1975 - Oakville Crowder MFG |
| 1976 - London Forest City |
| 1977 - Cinguacousy Delta |
| 1978 - Niagara Falls Young Graves |
| 1979 - Chinguacousy |
| 1980 - Oakville Shell Canada |
| 1981 - Wexford Brown Boveri Howden |
| 1982 - Windsor Running Shoe |
| 1983 - St. Catharines Optimist Wolves |
| 1984 - Wexford STS Volvo |
| 1985 - Malton |
| 1986 - London B & K Metal |
| 1987 - Scarborough Maple Leaf |
| 1988 - Brampton Rebels |
| 1989 - Mississauga |
| 1990 - Scarborough National Malvern |
| 1991 - Mississauga |
| 1992 - Brampton Youth Blazers |
| 1993 - Dixie 82 |
| 1994 - Chinguacousy |
| 1995 - Brampton Blades |
| 1996 - Brampton Bulls |
| 1997 - Brampton 85 |
| 1998 - Scarborough Wexford Terriers |
| 1999 - Kleinburg/Nobleton Lions 87A |
| 2000 - Burlington Bulldogs |
| 2002 - Etobicoke Tigers |
| 2003 - Markham Lightning |
| 2004 - North York Spartacus |
| 2005 - St. Catharines Shooters |
| 2006 - Ajax Strikers |
| 2007 - Brampton "A" Battlecats |
| 2008 - Richmond Hill Raiders |
| 2009 - Ajax Venom |
| 2010 - Mississauga Falcons 'A' |
| 2011 - Ajax Madrid |
| 2012 - Woodbridge Strikers 2000 North |
| Under 13 Boys |
|---|
| 1970 - Chinguacousy Mosquitos |
| 1971 - Duffield Boys Club |
| 1972 - Anglo Canadians |
| 1973 - Scarborough Caledonia |
| 1974 - Wexford Cameron Advertising |
| 1975 - St. Andrew Wynns Whippets |
| 1976 - St. Andrew Schuller Machine |
| 1977 - Mississauga United Falcons |
| 1978 - Oshawa |
| 1979 - Mississauga United |
| 1980 - Stampall Washer Chinguacousy |
| 1981 - Niagara Falls Kiwanis Club |
| 1982 - Oakville Sun Life |
| 1983 - Guildwood Jimac Paints |
| 1984 - Guildwood Rainford Krause |
| 1985 - Oakville |
| 1986 - London Sports |
| 1987 - London |
| 1988 - Burlington |
| 1989 - Wexford |
| 1990 - Scarborough Nationl Malvern |
| 1991 - Scarborough National Malvern |
| 1992 - Brampton Youth Harriers |
| 1993 - Wexford Loyal Order of Moose |
| 1994 - Glen Shields Athletics |
| 1995 - Brampton Braves |
| 1996 - Brampton Blades |
| 1997 - North York Azzurri A |
| 1998 - Mississauga Dixie Strikers |
| 1999 - Scarboro West Rouge Firebirds |
| 2000 - North York CS Azzurri |
| 2001 - Woodbridge Strikers |
| 2002 - North London Dynamites |
| 2003 - Glen Shields Sun Devils 'A' |
| 2004 - North Mississauga Panthers |
| 2005 - Brampton Blast |
| 2006 - Mississauga Erin Mills Golden Eagles |
| 2007 - Oakville Raiders |
| 2008 - London City Arsenal |
| 2009 - Ajax Thunder |
| 2010 - Vaughan Azzurri A |
| 2011 - Brampton East Scorpions |
| 2012 - Brampton Blast 99 |
| 2013 - Toronto Mooredale Gold |
| 2014 - Brampton Blast |
| 2015 - Brampton East Blades |
| 2016 - Woodbridge Strikers |
| 2017 - North York CAF- CAQ |
| 2018 - Niagara Regional Soccer |
| 2019 - London Alliance FC Mustangs |
| 2020 - No Competition due to Covid-19 Pandemic |
| 2021 - Dutch Connections Toronto |
| 2022 - London Alliance FC Mustangs |
| 2023 - Milton Youth S.C. Blue |
| 2024 - KO|Football Richmond Hill |
| Under 14 Boys |
|---|
| 1980 - Brown Boveri |
| 1981 - Wexford Hansier Ind. |
| 1982 - Malvern |
| 1983 - Wexford |
| 1984 - Wexford Bessbrook |
| 1985 - Armourdale |
| 1986 - Maple Leaf Paragon Panthers |
| 1987 - Malton |
| 1988 - Mississauga Blue Devils |
| 1989 - Scarborough Maple Leaf |
| 1990 - Chinguacousy |
| 1991 - Scarborough National Malvern |
| 1992 - Scarborough National Malvern |
| 1993 - Dixie Flyers |
| 1994 - Scarborough Azzurri Athletics |
| 1995 - North Scarborough Strikers |
| 1996 - Ajax Royal Scot Warriors |
| 1997 - Scarborough Snickers Crystals |
| 1998 - Mississauga Dixie Lightning |
| 1999 - Mississauga Dixie Strikers |
| 2000 - North York CS Azzurri |
| 2001 - Woodbridge Strikers |
| 2002 - Oakville Winstars |
| 2003 - North London Dynamite |
| 2004 - Oakville Bluestars |
| 2005 - Mississauga Erin Mills Eagles A |
| 2006 - Brampton Blast |
| 2007 - Erin Mills Golden Eagles |
| 2008 - Unionville Milliken Strikers |
| 2009 - Markham Lightning |
| 2010 - Brampton Blast |
| 2011 - Kleinburg Nobleton 1997 Red Lions |
| 2012 - North Mississauga Panthers B98A |
| 2013 - North London Elite 99 |
| 2014 - North London Elite 00 |
| 2015 - Epic FC 2001 Toronto |
| 2016 - Brampton East Blades |
| 2017 - Waterloo United A |
| 2018 - Milton Magic Blue |
| 2019 - Bolton Wanderers |
| 2020 - No Competition due to Covid-19 Pandemic |
| 2021 - Mississauga Dixie 2007 Black |
| 2022 - Glen Shields Juventus FC |
| 2023 - London Alliance FC Mustangs |
| 2024 - York Jets Atletico |
| Under 15 Boys Tier 2 |
|---|
| 1995 - Mississauga Blue Devils |
| 1996 - North York Azzurri A |
| 1997 - Welland Young’s Insurance |
| 1998 - London Blue Dragons |
| 1999 - Ottawa St. Anthony |
| 2000 - Ottawa Royals |
| 2001 - Kanata United Selects |
| 2002 - North York Hearts |
| 2003 - Newmarket York United Cobras |
| 2004 - Oshawa Turul |
| 2005 - Mississauga Erin Mills Stormin' Eagles |
| 2006 - Mount Hamilton A |
| 2007 - Oakville Fusion |
| 2008 - Scarborough Olympic Flame Colossus |
| 2009 - Richmond Hill Raiders White |
| 2010 - Burlington Falcons |
| 2011 - Whitby Iroquois 1996A |
| 2012 - Toronto High Park |
| 2013 - Thunder Bay Chill |
| 2014 - Weston Wolves |
| 2015 - Toronto Cherry Beach Dragons |
| 2016 - Toronto USC Karpaty |
| 2017 - North York CAF United |
| Under 16 Boys Tier 2 |
|---|
| 1996 - Mississauga Erin Mills Eagles |
| 1997 - Sarnia Bluewater Blast |
| 1998 - Cobourg Northumberland Utd. |
| 1999 - Ottawa Blue Lightning |
| 2000 - Brampton Chinguacousy |
| 2001 - Toronto York Jets |
| 2002 - Oakville United |
| 2003 - Croatia Windsor |
| 2004 - Weston Wolves |
| 2005 - Oshawa Turul |
| 2006 - Mississauga Dixie Panthers |
| 2007 - Simcoe Strikers |
| 2008 - Tecumseh Warriors |
| 2009 - Oak Ridges SC Knights |
| 2010 - Richmond HIll Raiders Green |
| 2011 - Whitby Iroquois 95A |
| 2012 - Kleinburg Nobleton 1996 Red |
| 2013 - Toronto High Park FC |
| 2014 - Oakville Boys U16B |
| 2015 - Caledon Bulldogs |
| 2016 - Windsor VH Soccer |
| 2017 - Mississauga Dixie B2001 Premier |
| 2023 - Georgetown Mustangs |
| Under 17 Boys Tier 2 |
|---|
| 1997 - North Bay CTS Computer Products |
| 1998 - Nepean Hotspurs Fury |
| 1999 - Osgoode-Rideau Rowdies |
| 2000 - Oakville Blades |
| 2001 - Sport London Befica |
| 2002 - Kanata |
| 2003 - Vaughan United |
| 2004 - Guelph Royals |
| 2005 - Mississauga Erin Mills Eagles |
| 2006 - Sarnia Bluewater |
| 2007 - St. Catharines Club Roma Wolves |
| 2008 - Bolton Wanderers |
| 2009 - Thunder Bay Chill |
| 2010 - Whitby Iroquois 93B |
| 2011 - Thunder Bay Chill |
| 2012 - Whitby Iroquois 95 A M |
| 2013 - Ajax FC 1996 Boys White |
| 2014 - Toronto High Park FC |
| 2016 - Thunder Bay Chill Jr. Reserves |
| Under 15 Boys |
|---|
| 1970 - Westwood Flyers |
| 1971 - Downsview Dimonte Demons |
| 1972 - Downsview Dimonte Demons |
| 1973 - St. Andrews Howells Owls |
| 1974 - Chinguacousy Merit Pools |
| 1976 - Downsview Four Valley |
| 1977 - St. Andrews Wynns Wippets |
| 1978 - St. Jane Frances, Toronto |
| 1979 - London City BCI |
| 1980 - Granada TV Rental, Oakville |
| 1981 - Art Magic ACarpentry Mississ. |
| 1982 - Canadiana Rest., Toronto Italia |
| 1983 - Highland Fish & Chips, Scarboro |
| 1984 - Shell Canada, Oakville |
| 1985 - Guildwood SC |
| 1986 - Display Finishers, Wexford SC |
| 1987 - Scarborough Maple Leaf |
| 1988 - Dixie |
| 1989 - Wexford |
| 1990 - Wexford |
| 1991 - Malton Bullets |
| 1992 - Whitby Iroquois |
| 1993 - Scarborough National Malvern |
| 1994 - Scarborough Olympic Flame |
| 1995 - Scarborough Wexford Loyal Order of Moose |
| 1996 - Woodbridge Strikers |
| 1997 - Southwest United |
| 1998 - Brampton Blades |
| 1999 - North York CS Azzurri 84 |
| 2000 - Mississauga Dixie Strikers |
| 2001 - Mississauga Falcons |
| 2002 - Woodbridge Strikers |
| 2003 - East York Komets |
| 2004 - Mississauga Dixie 89'ers |
| 2005 - Oakville Bluestars |
| 2006 - Woodbridge Strikers |
| 2007 - Brampton Blast |
| 2008 - Mississauga Falcons |
| 2009 - Oakville Boys 1994 A |
| 2010 - Erin Mills Eagles A |
| 2011 - North York Spartacus |
| 2012 - Mississauga Dixie Athletics Black |
| 2013 - North Mississauga Panthers B98A |
| 2014 - Brampton Blast 99 |
| 2015 - Ottawa South United Force 2000 Boys |
| 2016 - Erin Mills Blue |
| 2017 - London Youth Whitecaps Blue |
| 2018 - Woodbridge Strikers |
| 2019 - Milton Magic Blue |
| 2020 - No Competition due to Covid-19 Pandemic |
| 2021 - Glen Shields Juve |
| 2022 - Thornhill Bolts |
| 2023 - DCFC Academy Black Scarborough |
| 2024 - Burlington Force Prospects |
| Under 16 Boys |
|---|
| 1975 - Wexford Skytrain |
| 1976 - Wexford Formsport |
| 1977 - Wexford Matell |
| 1978 - Etobicoke Martingrove |
| 1979 - St. Andrews Royal Bank |
| 1980 - Wexford Eastway Restaraunt |
| 1981 - Rexdale Rovers |
| 1982 - Toronto Italia - Caldonia Kings |
| 1983 - Wexford Modern Optical |
| 1984 - Malton Plan Electric |
| 1985 - Wexford |
| 1986 - Scarborough Blues |
| 1987 - CS Azzurri |
| 1988 - Scarborough Maple Leaf |
| 1989 - Guildwood |
| 1990 - Wexford |
| 1991 - Wexford |
| 1992 - Malton Bullets |
| 1993 - Scarborough Malvern Magic |
| 1994 - Oakville Blue Devils |
| 1995 - Brampton Harriers |
| 1996 - North Scarborough Flyers |
| 1997 - North Scarborough Flyers |
| 1998 - Vaughan Rockets |
| 1999 - North Scarboro Snickers Crystals |
| 2000 - North York CS Azzurri 84 |
| 2001 - Brampton Thistle |
| 2002 - Oakville Strikers |
| 2003 - Woodbridge Strikers '87 A |
| 2004 - Glen Shields Sun Devils |
| 2005 - Mississauga Dixie 89'ers |
| 2006 - Mississauga Dixie Dominators |
| 2007 - London City Cobras |
| 2008 - North York Hearts Azzurri |
| 2009 - Ajax Gunners |
| 2010 - Ajax Strikers 94 |
| 2011 - Erin Mills Boys 95A |
| 2012 - Erin Mills Eagles Academy U16A |
| 2013 - Vaughan Azzurri 97 Boys |
| 2014 - **West Toronto Cobras & Woodbridge Strikers |
| 2015 - Woodbridge Strikers |
| 2016 - Scarborough Wexford Stingers |
| 2017 - Woodbridge Boys 2001 |
| 2018 - Milton Magic Blue |
| 2019 - Milton Magic Blue |
| 2020 - No Competition due to Covid-19 Pandemic |
| 2021 - Oakville Blue Devils Navy |
| 2022 - Red Academy Kitchener |
| 2023 - East York Soccer Club |
| 2024 - London Alliance FC Mustangs |
**The timing of an overturned protest prevented the replay of a Final game and the West Toronto Cobras '98 were advanced as Ontario's representative to the National Championships
| Under 16 Boys District |
|---|
| 2021 - Stella Rossa FC Mississauga |
| 2022 - Glen Shields Juventus FC |
| 2023 - Georgetown Mustangs |
| 2024 - Hamilton Croatia |
| Under 17 Boys |
|---|
| 1970 - Westwood Beavers |
| 1971 - Westwood Hawks |
| 1972 - Westwood Flyers |
| 1973 - Downsview Dimonte Demons |
| 1974 - Downsview Dimonte Demons |
| 1975 - Scarboro Maple Leaf Olympic |
| 1976 - Saltfleet Go-Ahead |
| 1977 - Midland Caledonia |
| 1978 - Cabbagetown |
| 1979 - Martingrove |
| 1980 - Oakville Trebor |
| 1981 - Oshawa Turul Kassinger |
| 1982 - Oshawa Turul |
| 1983 - North York Cosmos |
| 1984 - Wexford Modern Optical |
| 1985 - Toronto Italia |
| 1986 - Burlington Ridge Rangers |
| 1987 - Scarborough Blues |
| 1988 - Oshawa Turul |
| 1989 - Nepean Hotspurs |
| 1990 - Malton |
| 1991 - Wexford |
| 1992 - London Youth Red Devils |
| 1993 - Malton Bullets |
| 1994 - Oakville Winstars |
| 1995 - Scarboro Malvern The Force |
| 1996 - Mississauga Dixie |
| 1997 - Woodbridge Strikers |
| 1998 - Thorold Cobras |
| 1999 - Scarborough Wexford Warriors |
| 2000 - North Mississauga Panthers |
| 2001 - Mississauga Dixie |
| 2002 - Ottawa Internationals |
| 2003 - Toronto CS Azzurri '86 |
| 2004 - Brampton Bandits |
| 2005 - Etobicoke Energy |
| 2006 - St. Catherines Concord Gunners |
| 2007 - Mississauga Dixie Dominators |
| 2008 - Niagara Falls Titans |
| 2009 - Scarborough Wexford United |
| 2010 - Erin Mills Golden Eagles |
| 2011 - Ajax Strikers '94 |
| 2012 - Erin Mills Eagles |
| 2013 - Mississauga Falcons |
| 2014 - Ajax FC 97B Red |
| 2015 - Oakville SC BU17A |
| 2016 - Woodbridge Strikers |
| 2017 - North Mississauga 2000A |
| 2018 - Vaughan Azzurri |
| 2019 - Woodbridge SC FP |
| 2020 - No Competition due to Covid-19 Pandemic |
| 2021 - Milton Magic Blue |
| 2022 - Glen Shields Juventus FC |
| 2023 - Vaughan Azzurri IM |
| 2024 - Thornhill Bolts |
| Under 18 Boys |
|---|
| 1980 - Oakville |
| 1981 - Woburn |
| 1982 - Woburn Shully Dibble Fuels |
| 1983 - Toronto Italia Caledonia Kings |
| 1984 - Scarborough Maple Leaf Pandolvolo |
| 1985 - Cinguacousy |
| 1986 - Burlington |
| 1987 - CS Azzurri |
| 1988 - Scarborough |
| 1989 - Woodbridge |
| 1990 - Maple Leaf |
| 1991 - North York Cosmos |
| 1992 - Hamilton Sparta |
| 1993 - Glen Shields |
| 1994 - North Scarborough Raiders |
| 1995 - North York Northwest Azzurri |
| 1996 - Vaughan Azzurri |
| 1997 - Oshawa Turul |
| 1998 - Mississauga Dixie |
| 1999 - Thorold Cobras |
| 2000 - Windsor FC Nationals |
| 2001 - Scarborough Azzurri Lions |
| 2002 - North York CS Azzurri |
| 2003 - Unionville Milliken Strikers |
| 2004 - North York Hearts Azzurri |
| 2005 - Woodbridge Strikers |
| 2006 - East York Komets |
| 2007 - St. Catharines Concord Gunners |
| 2008 - Glen Shields Sun Devils |
| 2009 - Niagara Falls Titans |
| 2010 - Vaughan Azzurri Huskies |
| 2011 - Windsor Hellenic |
| 2012 - Mississauga Clarkson FC |
| 2013 - Erin Mills Eagles |
| 2014 - Bolton Wanderers |
| 2015 - Woodbridge Strikers |
| 2016 - Ancaster Titans |
| 2017 - Erin Mills Blue |
| 2018 - Vaughan Azzurri |
| 2019 - Erin Mills Blue |
| 2020 - No Competition due to Covid-19 Pandemic |
| 2021 - No Competition |
| 2022 - London Alliance FC 04 Boys |
| 2023 - Power FC - Toronto |
| 2024 - Mississauga Dixie SC Black |
| Under 19 Boys |
|---|
| 1970 - St. Andrews Mansion House |
| 1971 - London Forest City |
| 1972 - Chinguacousy Jr B |
| 1973 - Toronto Jets |
| 1974 - Pauline Toronto Jets |
| 1975 - Downsview Roselawn Pastering |
| 1976 - Pauline Toronto Jets |
| 1977 - Scarborough Maple Leaf |
| 1978 - Midland Caledonia |
| 1979 - Toronto Jets |
| 1980 - St. Andrews National Gym |
| 1981 - St. Andrews National Gym |
| 1982 - Toronto Italia - Ferrin Falcons |
| 1983 - Scarborough Maple Leaf Azzurri |
| 1984 - North York Cosmos |
| 1985 - Scarborough Maple Leaf |
| 1986 - Wexford Modern Optical |
| 1987 - York Jets |
| 1988 - Guildwood |
| 1989 - Guildwood |
| 1990 - Wexford |
| 1991 - North York Azzurri |
| 1992 - Scarborough Azzurri Blues |
| 1993 - Wexford |
| 1994 - North York Rockets |
| 1995 - Malton Bullets |
| 1996 - North York Northwest Azzurri |
| 1997 - Vaughan Azzurri |
| 1998 - Oakville Blue Devils |
| 1999 - Woodbridge Strikers |
| 2000 - Vaughan Rockets |
| 2001 - Windsor FC Nationals |
| 2002 - Woodbridge Strikers |
| 2003 - Woodbridge Strikers |
