May 23, 2021 @ 14:34:07 EDT
| Name | Host | Type | Scoring | Date | Status | Place(s) |
|---|---|---|---|---|---|---|
| Latin School of Chicago Regatta | Chicago Yacht Club | Promotional | 2 Divisions | Official | 11/17 | |
| Zarmy In-House Regatta Sunday | Beacon Academy/Evanston Township HS/Glenbrook South/Loyola Academy | In-League | 1 Division | Official | 5,7/9 | |
| Zarmy In-House Regatta Saturday | Beacon Academy/Evanston Township HS/Glenbrook South/Loyola Academy | In-League | 1 Division | Official | 4/8 | |
| 2021 MISSA Mallory Qualifier | Bay/St. Ignatius (OH) | District Champ Qualifier | 2 Divisions | Official | 15/20 | |
| IL State Champs | Sheridan Shore Sailing School | State Championship | 2 Divisions | Official | 3/14 | |
| Varsity In-house Zarmy | Beacon Academy/Evanston Township HS/Glenbrook South/Loyola Academy | In-League | 1 Division | Official | 2/11 | |
| In-House SSSS #2 | Beacon Academy/Evanston Township HS/Glenbrook South/Loyola Academy | In-District | 1 Division | Official | 1,3,6/9 | |
| Zarmy Regatta 1 | Beacon Academy/Evanston Township HS/Glenbrook South/Loyola Academy | In-District | 1 Division | Official | 8/9 | |
| MISSA Mallory Central Qualifier | Lake Forest | District Champ Qualifier | 2 Divisions | Official | 5/14 |
