May 2, 2023 @ 12:46:56 EDT
| Name | Host | Type | Scoring | Date | Status | Place(s) |
|---|---|---|---|---|---|---|
| ISSA Team Race Championship (Baker Trophy) | Old Dominion University | National Championship | Team | Official | 9/12 | |
| Phebe Corckran King Memorial Regatta | Annapolis Yacht Club and Severn Sailing Association | National Invitational | 2 Divisions | Official | 8/18 | |
| Rickover Regatta | Hinsdale Central/Latin of Chicago/New Trier HS/St. Ignatius College/Walter Payton Colleg | Promotional | 1 Division | Official | 6/16 | |
| MISSA Baker Qualifier | Minnetonka | District Championship | Team | Official | 1/12 | |
| MISSA Mallory Qualifier | Hinsdale Central/Latin of Chicago/New Trier HS/St. Ignatius College/Walter Payton Colleg | District Championship | 2 Divisions | Official | 4/20 | |
| MISSA Central Baker Qualifier | Hinsdale Central/Latin of Chicago/New Trier HS/St. Ignatius College/Walter Payton Colleg | League Championship | Team | Official | 2/9 | |
| Mallory Central Qualifiers | Lake Forest | District Champ Qualifier | 2 Divisions | Official | 3/11 | |
| MISSA Icebreaker | Hinsdale Central/Latin of Chicago/New Trier HS/St. Ignatius College/Walter Payton Colleg | In-League | 2 Divisions | Official | 4,5/16 | |
| Columbia Bay Scrimmage #1 | Columbia Yacht Club-Chicago, IL | In-League | 2 Divisions | Official | 1/8 | |
| Z Trophy #1 | Sheridan Shore Sailing School | In-League | 2 Divisions | Official | 3/8 |