Jun 1, 2023 @ 15:37:51 EDT
| Name | Host | Type | Scoring | Date | Status | Place(s) |
|---|---|---|---|---|---|---|
| IL State Championship | Sheridan Shore Sailing School | State Championship | 2 Divisions | Official | 4/11 | |
| MYST May Madness | Arrowhead/Oconomowoc | Promotional | 2 Divisions | Official | 10/23 | |
| MISSA Central Baker Qualifier | Hinsdale Central/Latin of Chicago/New Trier HS/St. Ignatius College/Walter Payton Colleg | League Championship | Team | Official | 5/9 | |
| Mallory Central Qualifiers | Lake Forest | District Champ Qualifier | 2 Divisions | Official | 8/11 | |
| Columbia Bay #2 | Columbia Yacht Cub-Chicago, IL | In-League | 2 Divisions | Official | 1,2/6 | |
| MISSA Icebreaker | Hinsdale Central/Latin of Chicago/New Trier HS/St. Ignatius College/Walter Payton Colleg | In-League | 2 Divisions | Official | 6/16 |