| Shepherd Championship 2016 | Columbia Yacht Club-Chicago, IL | | Reserve | N/A |
| Halloween Spectacular | Lake Forest | | Crew | 11/25 (B Div) |
| Art Johnson Invitational | Mahtomedi/Mounds Park Academy/Mounds View/Visitation/White Bear Lake | | Crew | 12/19 (A Div) |
| Banks Blackwell | Culver Academies | | Crew | 15/30 (A Div) |
| MISSA Autumn Classic | Hinsdale Central/Latin of Chicago/New Trier HS/St. Ignatius College/Walter Payton Colleg | | Crew | 13/19 (B Div) |
| MISSA Keelboat Qualifier | St. Ignatius College | | Crew | 8/8 |
| Cherry Festival Invite | St. Francis Travers/Traverse City Centra/Traverse City West | | Reserve | N/A |
| Pewaukee Fall Scramble | Pewaukee Yacht Club | | Crew | 12/23 (A Div) |
| Kick Off Classic 2016 420's | Sheridan Shore Sailing School | | Crew | 8/17 (B Div) |
