This is a history of OMHA teams that have made the semi-finals at the annual
OHL Cup for the U16 AAA group.
| SEASON |
TEAM |
PLACEMENT |
| 2023-24 |
Oakville Rangers |
Gold |
| 2023-24 |
Peterborough Minor Petes |
Semis |
| 2022-23 |
Peterborough Minor Petes |
Semis |
| 2021-22 |
Quinte Red Devils |
Semis |
| 2017-18 |
York-Simcoe Express |
Semis |
| 2015-16 |
York-Simcoe Express |
Gold |
| 2012-13 |
Oakville Rangers |
Gold |
| 2012-13 |
York-Simcoe Express |
Semis |
| 2009-10 |
York-Simcoe Express |
Semis |
| 2008-09 |
York-Simcoe Express |
Semis |
| 2008-09 |
Quinte Red Devils |
Semis |
| 2006-07 |
Whitby Wildcats |
Semis |
| 2005-06 |
Markham Waxers |
Gold |
| 2003-04 |
York-Simcoe Express |
Gold |
| 2003-04 |
Richmond Hill Stars |
Silver |