May 18, 2019 @ 20:22:42 EDT
| Name | Host | Type | Scoring | Last race | Place(s) |
|---|---|---|---|---|---|
| IL State Double Handed Championship | Sheridan Shore Sailing School | State Championship | 2 Divisions | Final | 1,8/12 |
| Name | Host | Type | Scoring | Date | Status | Place(s) |
|---|---|---|---|---|---|---|
| May Madness | Pewaukee Yacht Club | Promotional | 2 Divisions | Official | 4,18/21 | |
| B. Hill #1 | Lake Forest | Promotional | 1 Division | Official | 7,9,10,13/13 | |
| MISSA Mallory Qualifier | Detroit Country Day/West Bloomfield | District Champ Qualifier | 2 Divisions | Official | 12/20 | |
| Central Baker pre-Qualifier | Chicago Yacht Club Belmont | District Champ Qualifier | Team | Official | 6/7 | |
| Mallory Central Qualifier | Brother Rice (IL)/Fenwick/Jones College Prep/Lane Tech College Pr/Lyons Township/Trinity/U Chicago Laboratory/Whitney Young | League Championship | 2 Divisions | Official | 8/14 | |
| LFS Team Race Scrimmage | Glenbrook South/Lake Forest Academy/Lake Forest/Stevenson | Promotional | Team | Pending | /4 | |
| Z Trophy Ice Breaker #2 | Sheridan Shore Sailing School | In-District | 1 Division | Official | 2,3/5 | |
| Z Trophy Ice Breaker | Sheridan Shore Sailing School | In-League | 1 Division | Official | 1,4/10 |
