May 19, 2024 @ 00:15:01 EDT
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| IL State Championship | Beacon Academy/Evanston Township HS/Glenbrook South/Loyola Academy | Skipper | 6/6 (A Div) | |
| CYC 2024 MISSA Icebreaker | Latin of Chicago/New Trier HS/St. Ignatius (IL)/Walter Payton Colleg | Skipper | 6/15 (B Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Shepherd Championship | Jones College Prep/Lane Tech College Pr/Lincoln Park/U Chicago Laboratory/Whitney Young | Skipper | 10/14 (A Div) | |
| Fall Scramble Regatta | Pewaukee Yacht Club | Skipper | 10/21 (B Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| May Madness Regatta | Pewaukee Lake Sailing School | Skipper | 10/17 (A Div) |