Jun 1, 2023 @ 15:38:23 EDT
| Name | Host | Type | Scoring | Date | Status | Place(s) |
|---|---|---|---|---|---|---|
| Rose Bowl 2018 - HS Silver | US Sailing Center - Long Beach | Promotional | 2 Divisions | Pending | 15/25 | |
| MISSA Great Lakes Championship | Hinsdale Central/Latin of Chicago/New Trier HS/St. Ignatius (IL)/Walter Payton Colleg | District Championship | 2 Divisions | Official | 8/19 | |
| ISSA Cressy Nationals Full Rig | Lakewood/Osceola Fundamental/Shorecrest Prep/St. Petersburg | National Championship | Singlehanded | Official | 15/18 | |
| Z Trophy JV Regatta | Sheridan Shore Sailing School | In-League | 1 Division | Official | 4,9/14 | |
| Halloween Spectacular | Badger/Big Foot/Craig | Promotional | 2 Divisions | Official | 15/25 | |
| Chicago YC JV Central Series #2 | Hinsdale Central/Latin of Chicago/New Trier HS/St. Ignatius (IL)/Walter Payton Colleg | Promotional | 1 Division | Official | 13,16/26 | |
| Dusty Waters | Arrowhead/Kettle Moraine/Oconomowoc | In-District | 2 Divisions | Official | 19/20 | |
| MISSA Autumn Classic | Hinsdale Central/Latin of Chicago/New Trier HS/St. Ignatius (IL)/Walter Payton Colleg | In-District | 2 Divisions | Official | 9/17 | |
| Banks Blackwell Invitational | Culver Academies | In-District | 2 Divisions | Official | 10/16 | |
| MISSA Cressy Full Qualifier | Sheridan Shore Sailing School | District Championship | Singlehanded | Official | 3/12 | |
| MISSA Central JV Series #1 | Hinsdale Central/Latin of Chicago/New Trier HS/St. Ignatius (IL)/Walter Payton Colleg | In-League | 1 Division | Official | 10,22/24 | |
| Fall Scramble | Arrowhead/Kettle Moraine/Oconomowoc | District Champ Qualifier | 2 Divisions | Official | 17/26 | |
| Kick Off Classic | Sheridan Shore Sailing School | District Champ Qualifier | 2 Divisions | Official | 5/17 |