May 6, 2022 @ 15:00:04 EDT
| Name | Host | Type | Scoring | Start time |
|---|---|---|---|---|
| 2022 May Madness | Arrowhead/Kettle Moraine/Marquette/Oconomowoc/Pewaukee | Promotional | 2 Divisions | 05/07/2022 @ 10:00 |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| MISSA CENTRAL BAKER QUALIFIER | Latin of Chicago/New Trier HS/St. Ignatius (IL)/Walter Payton Colleg | Crew | 10/10 |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Autumn Classic/Last Chance Great Lakes Champs | Chicago Yacht Club | Crew | 10/15 (B Div) | |
| Banks Blackwell - Central GLQ | Culver Academies | Reserve | N/A | |
| MISSA Keelboat Finals - Silver Fleet | North (WI) | Crew | N/A | |
| Kick Off Classic | Sheridan Shore Sailing School | Crew | 10/15 (B Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Shepherd Championship | Fenwick/Jones College Prep/Lane Tech College Pr/Lyons Township/U Chicago Laboratory/Whitney Young | Crew | 15/15 (B Div) | |
| Sunday’s with Scouts | Fenwick/Jones College Prep/Lane Tech College Pr/Lyons Township/U Chicago Laboratory/Whitney Young | Crew | 5/8 | |
| Sunday | Fenwick/Jones College Prep/Lane Tech College Pr/Lyons Township/U Chicago Laboratory/Whitney Young | Crew | 8/9 (B Div) | |
| Historic Pandemic Team Race Classic | Chicago Yacht Club Belmont | Crew | 9/10 |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Shepherd Championship | Fenwick/Jones College Prep/Lane Tech College Pr/Lyons Township/U Chicago Laboratory/Whitney Young | Crew | 16/17 (A Div) | |
| 2019 Autumn Classic | Chicago Yacht Club Belmont | Crew | 10/13 (A Div) | |
| 2019 MYST Fall Scramble | PLSS/MYST | Crew | 20/30 (B Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| May Madness | Pewaukee Yacht Club | Crew | 21/21 (A Div)21/21 (B Div) |