Jun 1, 2023 @ 15:43:17 EDT
| Name | Host | Type | Scoring | Date | Status | Place(s) |
|---|---|---|---|---|---|---|
| MISSA Great Lakes Championship | Latin of Chicago/New Trier HS/St. Ignatius (IL)/Walter Payton Colleg | District Championship | 2 Divisions | Official | 16/20 | |
| Halloween Spectacular | Lake Forest | District Champ Qualifier | 2 Divisions | Official | 6/20 | |
| Boats n' Bingo Regatta | Columbia Sailing School | In-District | 2 Divisions | Official | 6/8 | |
| Autumn Classic Central Great Lakes Qualifier | Latin of Chicago/New Trier HS/St. Ignatius (IL)/Walter Payton Colleg | District Champ Qualifier | 2 Divisions | Official | 10/16 | |
| Lake Michigan Invite | Macatawa Bay Junior Association | Promotional | 2 Divisions | Official | 1/11 | |
| MISSA Keelboat Qualifier | Chicago Yacht Club | District Championship | 1 Division | Official | 12/13 | |
| Fall Scramble | Arrowhead/Oconomowoc | Promotional | 2 Divisions | Official | 11,23/28 |