| YEAR | CHAMPION | COACH | FINAL | RUNNER-UP |
| 85-86 | Chatham John McGregor | Bud Day | 40-33 | Sarnia Collegiate |
| 86-87 | Sarnia Northern CI | John Callaghan | 67-54 | Fonthill E.L. Crossley |
| 87-88 | Sarnia CI | Rick McLellan | 45-39 | Sarnia Northern CI |
| 88-89 | Owen Sound West Hill | Jim Yeo | 34-28 | Chatham John McGregor |
| 89-90 | Chatham John McGregor | Frank Henry | 48-24 | Timmins HVS |
| 90-91 | Windsor John L. Forster | Tom Halliwell | 60-57 | Fonthill E. L. Crossley |
| 91-92 | Chatham John McGregor | Frank Henry | 62-57 | Windsor John L. Forster |
| 92-93 | Chatham John McGregor | Frank Henry | 54-51 | Windsor John L. Forster |
| 93-94 | Cornwall St. Lawrence | Morley Dulmage | 48-44 | Belleville Nicholson Catholic |
| 94-95 | Brockville Thousand Islands | Bob Olson | 59-46 | Fonthill E.L. Crossley |
| 95-96 | Brockville Thousand Islands | Bob Olson | 46-37 | Fonthill E.L. Crossley |
| 96-97 | Brockville Thousand Islands | Bob Olson | 60-57 | Fonthill E.L. Crossley |
| 97-98 | Essex District | Dan Fister | 43-35 | Fonthill E.L. Crossley |
| 98-99 | Chatham-Kent SS | Ed Myers | 38-36 | Chatham Ursuline |
| 99-00 | Huntsville | George Hoo | 59-55 | Tilsonburg Glendale |
| 00-01 | Port Colborne Lakeshore | David Bilodeau | 51-48 | Tilsonburg Glendale |
| 01-02 | St. Catherine Governor Simcoe | John Dakin | 47-40 | Essex District |
| 02-03 | Chatham John McGregor | Blake Handsor | 49-42 | Essex District |
| 03-04 | Sarnia St. Christopher’s | Ed Dragan | 57-41 | Ottawa St. Paul |
| 04-05 | Amherstburg General Amherst | Dom Silvaggio | 36-30 | Ingersoll District CI |
| 05-06 | Amherstburg General Amherst | Dom Silvaggio | 51-36 | Dundas Parkside |
| 06-07 | Amherstburg General Amherst | Dom Silvaggio | 45-41 | Sault Ste. Marie St. Mary’s |
| 07-08 | Amherstburg General Amherst | Dom Silvaggio | 57-31 | Guelph Bishop Macdonell |
| 08-09 | Guelph Bishop Macdonell | Andy Chaput | 63-52 | Amherstburg General Amherst |
| 09-10 | Guelph Bishop Macdonell | Andy Chaput | 52-44 | Sarnia St. Clair |
| 10-11 | Sault Ste. Marie St. Basil | Jim Pedatella | 43-33 | Sarnia St. Clair |
| 11-12 | Amherstburg General Amherst | Dom Silvaggio | 36-31 | Barrie Central |
| 12-13 | St. Catharines St. Francis | Pat O’Leary | 34-32 | Amherstburg General Amherst |
| 13-14 | Newmarket Dr. John M. Denison | Jackie Zicaro | 48-40 | St. Catharines St. Francis |
| 14-15 | Orleans St. Matthew | Rick Despatie | 40-35 | Sudbury Lasalle |
| 15-16 | Oakville Kings Christian | Eric Bulthuis | 65-46 | Timmins Theriault |
| 16-17 | Burlington Notre Dame | Mark Freeman | 53-49 | London Mother Theresa |
| 17-18 | Kingston Frontenac | Karlyn Pixley | 52-42 | Guelph Bishop Macdonell |
| 18-19 | Wallaceburg District | Janine Day | 53-52 | Dundas Valley |
| 19-20 | Kingston Frontenac | Karlyn Pixley | 61-58 | Windsor W.C. Kennedy |
| 20-21 | CANCELLED | (covid-19 pandemic) | —– | ——————- |
| 21-22 | Kingston Frontenac | Karlyn Pixley | 40-38 | Oakville Kings Christian |
| 22-23 | St. Catharines Sir Winston Churchill | Frank Keltos | 46-34 | Belleville Centennial |
| 23-24 | Oakville Kings Christian | Eric Bulthuis | 69-53 | Arnprior District |