Sep 12, 2019 @ 22:40:03 EDT
| Name | Host | Type | Scoring | Date | Status | Place(s) |
|---|---|---|---|---|---|---|
| 2018 NIT Team Racing Regatta | Mercy | National Invitational | Team | Pending | 9/10 | |
| 2018 Illinois State Sailing Championship | Sheridan Shore Sailing School | State Championship | 2 Divisions | Official | 1/12 | |
| Phebe Corckran King Memorial Trophy | Annapolis Yacht Club & Severn Sailing Association | National Invitational | 2 Divisions | Official | 16/18 | |
| Culver Spring Regatta | Culver Academies | In-District | 2 Divisions | Official | 11/16 | |
| MISSA Baker Qualifier Gold | Pontiac Yacht Club | District Champ Qualifier | Team | Official | 4/6 | |
| Rickover Regatta | Hyman G. Rickover Na | Promotional | 1 Division | Official | 4/22 | |
| MISSA Baker Qualifier | Pontiac Yacht Club | District Champ Qualifier | Team | Official | 5/12 | |
| MISSA Mallory Qualifier | Arrowhead | District Championship | 2 Divisions | Official | 6/20 | |
| MISSA Central Baker Pre-Qualifier | Hinsdale Central/Latin of Chicago/New Trier HS/St. Ignatius (IL)/Walter Payton Colleg | District Champ Qualifier | Team | Official | 4/12 | |
| Central Team Race Scrimmage | Chicago Yacht Club | Promotional | Team | Official | 5/12 | |
| Mallory Central Qualifier | Brother Rice (IL)/Fenwick/Jones College Prep/Lane Tech College Pr/Lyons Township/U Chicago Laboratory | District Champ Qualifier | 2 Divisions | Official | 5/13 | |
| Tier 3 Chicago YC JV Regatta | Hinsdale Central/Hyman G. Rickover Na/Latin of Chicago/New Trier HS/St. Ignatius (IL)/Walter Payton Colleg | In-District | 1 Division | Official | 8,18/19 | |
| Icebreaker Regatta | Chicago Yacht Club Belmont | In-District | 2 Divisions | Official | 8/13 | |
| Tier 3 Columbia JV Regatta | Fenwick/Lyons Township | In-District | 1 Division | Official | 8,14/14 | |
| Z Trophy March 17 | Sheridan Shore Sailing School | In-League | 2 Divisions | Official | 5/8 |
