May 23, 2021 @ 14:34:08 EDT
| Name | Host | Type | Scoring | Date | Status | Place(s) |
|---|---|---|---|---|---|---|
| Latin School of Chicago Regatta | Chicago Yacht Club | Promotional | 2 Divisions | Official | 10/17 | |
| Zarmy In-House Regatta Sunday | Beacon Academy/Evanston Township HS/Glenbrook South/Loyola Academy | In-League | 1 Division | Official | 1,3,6/9 | |
| IL State Champs | Sheridan Shore Sailing School | State Championship | 2 Divisions | Official | 13/14 | |
| Varsity In-house Zarmy | Beacon Academy/Evanston Township HS/Glenbrook South/Loyola Academy | In-League | 1 Division | Official | 1,6,8/11 | |
| New Trier Regatta | New Trier HS | Promotional | 2 Divisions | Official | 14/18 | |
| In-House SSSS #2 | Beacon Academy/Evanston Township HS/Glenbrook South/Loyola Academy | In-District | 1 Division | Official | 4,8/9 | |
| Zarmy Regatta 1 | Beacon Academy/Evanston Township HS/Glenbrook South/Loyola Academy | In-District | 1 Division | Official | 3,4,9/9 |
