| MISSA Great Lakes Championship | Hinsdale Central/Latin of Chicago/New Trier HS/St. Ignatius College/Walter Payton Colleg | District Championship | 2 Divisions | | Official | 4/19 |
| Halloween Spectacular | Lake Forest | District Champ Qualifier | 2 Divisions | | Official | 5/25 |
| Art Johnson Invitational | Mahtomedi/Mounds Park Academy/Mounds View/Visitation/White Bear Lake | In-District | 2 Divisions | | Official | 3/19 |
| Lawrence A. White Invitational | U.S. Coast Guard Academy | National Invitational | 2 Divisions | | Official | 3/20 |
| Dusty Water Invitational | Pewaukee Yacht Club | In-District | 2 Divisions | | Official | 2/14 |
| MISSA Autumn Classic | Hinsdale Central/Latin of Chicago/New Trier HS/St. Ignatius College/Walter Payton Colleg | District Champ Qualifier | 2 Divisions | | Official | 6/19 |
| MISSA Cressy Qualifier Laser Radial | Reeds Lake | East Grand Rapids | District Championship | Singlehanded | | Official | 8/39 |
| Pewaukee Fall Scramble | Pewaukee Yacht Club | Promotional | 2 Divisions | | Official | 2/23 |
| Kick Off Classic 2016 420's | Sheridan Shore Sailing School | District Champ Qualifier | 2 Divisions | | Official | 1/17 |