May 21, 2023 @ 12:53:57 EDT
| Name | Host | Type | Scoring | Date | Status | Place(s) |
|---|---|---|---|---|---|---|
| 2023 Illinois State Championships | Beacon Academy/Evanston Township HS/Glenbrook South/Loyola Academy | State Championship | 2 Divisions | Official | 8/8 | |
| May Madness Regatta | Pewaukee Lake Sailing School | Promotional | 2 Divisions | Official | 14/17 | |
| 2023 May 6 Regatta @ Sheridan Shore | Sheridan Shore | In-District | 1 Division | Official | 2,12,16/16 | |
| Saturday 22 @ CYC Regatta | Chicago Yacht Club - Belmont | In-League | 1 Division | Official | 11,12,14/21 | |
| Central Mallory Qualifier | Lincoln Park | League Championship | 2 Divisions | Official | 16/16 | |
| Columbia Tier 3 | Columbia YC | In-League | Combined | Official | 9/9 |