Jun 1, 2023 @ 15:38:15 EDT
| Name | Host | Type | Scoring | Date | Status | Place(s) |
|---|---|---|---|---|---|---|
| LMSS Team Race VARSITY | Minnetonka | Promotional | Team | Official | 8/8 | |
| IL State Championship | Sheridan Shore Sailing School | State Championship | 2 Divisions | Official | 7,11/11 | |
| MYST May Madness | Arrowhead/Oconomowoc | Promotional | 2 Divisions | Official | 21,22/23 | |
| MISSA Mallory Qualifier | Hinsdale Central/Latin of Chicago/New Trier HS/St. Ignatius College/Walter Payton Colleg | District Championship | 2 Divisions | Official | 14/20 | |
| MISSA Central Baker Qualifier | Hinsdale Central/Latin of Chicago/New Trier HS/St. Ignatius College/Walter Payton Colleg | League Championship | Team | Official | 9/9 | |
| Mallory Central Qualifiers | Lake Forest | District Champ Qualifier | 2 Divisions | Official | 7/11 | |
| Columbia Bay #2 | Columbia Yacht Cub-Chicago, IL | In-League | 2 Divisions | Official | 4,5,6/6 | |
| MISSA Icebreaker | Hinsdale Central/Latin of Chicago/New Trier HS/St. Ignatius College/Walter Payton Colleg | In-League | 2 Divisions | Official | 13,14/16 | |
| Columbia Bay Scrimmage #1 | Columbia Yacht Club-Chicago, IL | In-League | 2 Divisions | Official | 5,6/8 | |
| Z Trophy #1 | Sheridan Shore Sailing School | In-League | 2 Divisions | Official | 7,8/8 |