| PLAYER OF THE YEAR | COACH OF THE YEAR | |
| 67-68 | ||
| 68-69 | Ron Adamowich – Mohawk | |
| 69-70 | ||
| 70-71 | ||
| 71-72 | ||
| 72-73 | ||
| 73-74 | ||
| 74-75 | ||
| 75-76 | ||
| 76-77 | ||
| 77-78 | ||
| 78-79 | ||
| 79-80 | W: A.E. Hoffman – St. Clair | |
| 80-81 | E: George Kraus – Seneca W: Dave McGuffin – St. Clair | |
| 81-82 | E: Ted Batchelor – St. Lawrence-Kingston W: Paul Deeton – Niagara | |
| 82-83 | Wayne Allison – Sheridan | |
| 83-84 | Dave McGuffin – St. Clair | |
| 84-85 | Kevin St. Kitts – Sheridan | Mike Katz – Humber |
| 85-86 | Mike Katz – Humber/ Wayne Allison – Sheridan | |
| 86-87 | Ernie Armstrong – Seneca | |
| 87-88 | Barry Hutton – Mohawk | |
| 88-89 | Albert DaSilva – George Brown | |
| 89-90 | Barry Hutton – Mohawk | |
| 90-91 | Glenn Johnston – Fanshawe | |
| 91-92 | Kerry Vinson – Canadore | |
| 92-93 | Hugh Lynn – Algonquin | |
| 93-94 | E: Warren Newberry – Algonquin W: Jim Flack – Sheridan | |
| 94-95 | E: Warren Newberry – Algonquin W: Ken Dunbar – St. Clair/ Mike Katz-Humber/ Jim Flack-Sheridan | |
| 95-96 | E: Rick Dilena – Seneca W: Glenn Johnston – Fanshawe | |
| 96-97 | Frank Lostracco – Mohawk | |
| 97-98 | Hugh Lynn – Algonquin | |
| 98-99 | Willie Delas – George Brown | |
| 99-00 | Glenn Johnston – Fanshawe | |
| 00-01 | Mike Katz – Humber | |
| 01-02 | Jim Flack – Sheridan | |
| 02-03 | E: Trevor Costello – Algonquin C: Mike Katz – Humber W: Steve Pepper – Lambton | |
| 03-04 | Shane Dennie – Humber | E: Trevor Costello – Algonquin C: Jim Flack – Sheridan W: Steve Pepper – Lambton |
| 04-05 | Ndale Philbert – George Brown | E: Marc Ray – Loyalist W: Tom Cory – Sault C: Darrell Glenn – Humber |
| 05-06 | B.J. Charles – Algonquin | E: Barry Smith – St. Lawrence-Kingston W: Rick Muldoon – St. Clair C: Radcliffe Goulbourne – George Brown |
| 06-07 | Pat Sewell – Fanshawe | E: Trevor Costello – Algonquin W: Glenn Johnstone – Fanshawe C: Darrell Glenn – Humber |
| 07-08 | Anthony Batchelor – Durham | E: *Bill Crowdis – Fleming W: Jim Flack – Sheridan |
| 08-09 | Charly Spurr – Algonquin | E: Barry Smith – St. Lawrence W: *Darrell Glenn – Humber |
| 09-10 | Jovain Wilson – Fleming-Peterborough | E: *Wayne Dawkins – Seneca W: Jim Flack – Sheridan |
| 10-11 | Eric Smith – Durham | E: Trevor Costello – Algonquin W: Shawn Collins – Humber |
| 11-12 | Jovain Wilson – Algoma | E: *Jim Barclay – Centennial W: Brian Jonker – Mohawk |
| 12-13 | Felix Adjei – Seneca | E: Jonathan Smith – George Brown W: *Jim Flack – Sheridan |
| 13-14 | Vadim Halimov – George Brown | E: Trevor Costello – Algonquin W: Jim Flack – Sheridan |
| 14-15 | Matthew Fennell – Mohawk | E: Matt Coulson – Georgian W: *Shawn Collins – Humber |
| 15-16 | Jaz Bains – St. Lawrence-Kingston | E: Tom Hodge – La Cité W: *Jim Flack – Sheridan |
| 16-17 | Rayvon Higdon – Redeemer | E: *Jonathan Smith – George Brown W: Jim Flack – Sheridan |
| 17-18 | Rayvon Higdon – Redeemer | E: Jay McNeilly – Seneca W: *Jamie Girolametto – Redeemer |
| 18-19 | Van Hutchinson Jr – Niagara | E: *Jay McNeilly – Seneca W: Samson Downey – Humber |
| 19-20 | W: *Nick Campbell – Sheridan E: Dakoda Lewis – Seneca | W: *Jamie Girolametto – Redeemer E: Patrick Kabeya – Loyalist |
| 20-21 | None selected (cancelled, covid-19 pandemic) | None selected (cancelled, covid-19 pandemic) |
| 21-22 | W: *DeQuon Cascart – Humber E: Zerious Loney – Algonquin | W: *Omar Miles – Humber E: Chad Bewley – Georgian |
| 22-23 | E: Adam Hosseini – Durham W: *Ladera Ujullu-Obang – Conestoga | E: *Desmond Rowley – Durham W: Brian Jonker – Mohawk |
| 23-24 | E: O’Shane Taylor-Douglas – Durham W: *Chad Vincent-Simon – St. Clair | E: Desmond Rowley – Durham W: *Omar Miles – Humber |
| 24-25 | W: *Malik Grant – Humber E: Mark Stoop – Durham | W: *Omar Miles – Humber E: Jay McNeilly – Seneca |
| ROOKIE OF THE YEAR | DEFENSIVE PLAYER OF THE YEAR | |
| 04-05 | Jean Louis Ouattara – Sault | |
| 05-06 | Jonathan Tyndall – Humber | |
| 06-07 | Jabari Cooper – Fanshawe | |
| 07-08 | E: *Jovain Wilson – Fleming W: Andy Campbell – Fanshawe | |
| 08-09 | E: *Anthony Hinds – Algonquin W: Rob Pierce – Lambton | E: Remy Simpson – St. Lawrence W: Jadwey Hemmings – Humber |
| 09-10 | E: *Adrian Tomlinson – St. Lawrence W: Greg Osawe – Sheridan | E: Tyler Pelley – Durham W: Jadwey Hemmings – Humber |
| 10-11 | E: Derrek Mooney – Algonquin W: *Randy Frimpong – Sault | E: Landry Ndayitwayeko – Algonquin W: Kern Lewis – Humber |
| 11-12 | E: *Tristan Stern – Centennial W: Alex Campbell – Niagara | E: Natiel McKenzie – Centennial W: Rashad Morley – Niagara |
| 12-13 | E: Calmar Morgan – Seneca W: *Tyrone Dickson – Humber | E: Jevon Francis – Georgian W: Taylor Dowhaniuk – Mohawk |
| 13-14 | E: Teq Zwarych – Georgian W: *R.J. Ramirez – Humber | E: Tyrelle Samuels – Algonquin W: Taylor Dowhaniuk – Mohawk |
| 14-15 | E: Jaz Bains – St. Lawrence-Kingston W: Delroy Grandison – Niagara | E: Brandon Goin Bailey – George Brown W: Tyrone Dickson – Humber |
| 15-16 | E: Paul Walwyn – Centennial W: *Kareem Collins – Mohawk | E: Andre-Nicolas Ntivumbura – La Cite W: Mike Lucier – Lambton |
| 16-17 | E: *Khalil Miller – Seneca W: Matt Elcock – Mohawk | E: Khalil Miller – Seneca W: Tyrone Dickson – Humber |
| 17-18 | E: Adam Costanzo – George Brown W: *Zaman Khan – U of Toronto-Mississauga | E: *Khalil Miller – Seneca W: Foster Brown – Redeemer |
| 18-19 | E: Kyrin Henlin – Centennial W: *Emanuel Otong – Mohawk | E: Chris Fields – George Brown W: Foster Brown – Redeemer |
| 19-20 | W: *Marko Maletic – Fanshawe E: Bigus Bangoura – La Cite | W: Foster Brown – Redeemer E: Chris Fields – George Brown |
| 20-21 | None selected (cancelled, covid-19 pandemic) | None selected (cancelled, covid-19 pandemic) |
| 21-22 | W: *Frank Mitchell – Humber E: Abdul Majid – St. Lawrence | W: *Frank Mitchell – Humber E: Jordan Anderson – Seneca |
| 22-23 | E: Simeon Smith – Georgian W: *Ladera Ujullu-Obang – Conestoga | E: Chris Fields – George Brown W: Terence Williams – St. Clair |
| 23-24 | E: Tavonn Mars-Buckley – Centennial W: *Andrew Loyuk – St. Clair | E: O’Shane Taylor-Douglas – Durham W: Terence Williams – Fanshawe |
| 24-25 | E: *O’Neil Turton – Centennial W: Emanuel Liyaw – Contestoga | E: Jasean Elliott – Durham W: Mazin Tiea – St. Clair |
| SIXTH MAN | ||
| 21-22 | W: Jesiah Deerr – St. Clair E: Tyvell Peters – George Brown | |
| 22-23 | E: Jeremiah Brown – George Brown W: Stefan Anisko – Mohawk | |
| 23-24 | E: Jeremiah Brown – George Brown W: Kyle Brown-Fazekas – Humber | |
| 24-25 | E: Simon Desta – Algonquin/ Rudy Fakih – Durham W: Isaiah Brady-Clarke – Humber | |