Jun 1, 2023 @ 15:43:26 EDT
| Name | Host | Type | Scoring | Date | Status | Place(s) |
|---|---|---|---|---|---|---|
| CofC Invitational | College of Charleston | Promotional | 2 Divisions | Official | 17/18 | |
| MISSA Great Lakes Championship | Hyman G. Rickover Na/Latin of Chicago/New Trier HS/St. Ignatius (IL)/Walter Payton Colleg | District Championship | 2 Divisions | Official | 19/20 | |
| Halloween Spectacular | Glenbrook South/Lake Forest Academy/Lake Forest/Stevenson | District Champ Qualifier | 2 Divisions | Official | 4,18/22 | |
| Boats n' Bingo Regatta | Lyons Township/U Chicago Laboratory/Whitney Young | Promotional | 1 Division | Official | 5/12 | |
| Art Johnson Memorial Regatta | White Bear Sailing School | Promotional | 2 Divisions | Official | 5,17/24 | |
| 2019 Autumn Classic | Chicago Yacht Club Belmont | League Championship | 2 Divisions | Official | 3/13 | |
| MISSA Keelboat Qualifier | Culver Academies | District Championship | 1 Division | Official | 11/13 | |
| Banks Blackwell Regatta | Culver Academies | In-District | 2 Divisions | Official | 15,22/22 | |
| Missa Great Oaks Gold* Qualifier | Pontiac Yacht Club | District Champ Qualifier | 1 Division | Official | 10/16 | |
| Great Oaks Qualifier MISSA Red | Detroit Country Day/Groves/West Bloomfield | District Champ Qualifier | 1 Division | Official | 8/14 | |
| Lake Max Fall Regatta | Culver Academies | In-District | 2 Divisions | Official | 9,16/18 | |
| 2019 MYST Fall Scramble | PLSS/MYST | Promotional | 2 Divisions | Official | 5,19/30 | |
| Kick Off Classic 420s | Sheridan Shore Sailing School | In-District | 2 Divisions | Official | 4,12/15 | |
| Kick Off Classic Lasers | Sheridan Shore Sailing School | In-District | Singlehanded | Official | 10/10 |