May 17, 2021 @ 12:45:05 EDT
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Zarmy In-House Regatta Saturday | Beacon Academy/Evanston Township HS/Glenbrook South/Loyola Academy | Skipper | 3/8 | |
| IL State Champs | Sheridan Shore Sailing School | Skipper | 3/14 (B Div) | |
| Varsity In-house Zarmy | Beacon Academy/Evanston Township HS/Glenbrook South/Loyola Academy | Skipper | 5/11 | |
| In-House SSSS #2 | Beacon Academy/Evanston Township HS/Glenbrook South/Loyola Academy | Skipper | 2/9 | |
| MISSA Mallory Central Qualifier | Lake Forest | Crew | 7/14 (B Div) | |
| MISSA Central Baker Qualifier | Chicago Yacht Club | Skipper | 5/9 |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| FYC Team Race Invitational | Bishop Kenny FL | Crew | 4/54/5 |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| MISSA Great Lakes Championship | Hyman G. Rickover Na/Latin of Chicago/New Trier HS/St. Ignatius (IL)/Walter Payton Colleg | Crew | 19/20 (B Div) | |
| Halloween Spectacular | Glenbrook South/Lake Forest Academy/Lake Forest/Stevenson | Crew | 16/22 (A Div) | |
| Boats n' Bingo Regatta | Lyons Township/U Chicago Laboratory/Whitney Young | Skipper | 5/12 | |
| Art Johnson Memorial Regatta | White Bear Sailing School | Crew | 5/24 (B Div) | |
| 2019 Autumn Classic | Chicago Yacht Club Belmont | Reserve | N/A | |
| Kick Off Classic 420s | Sheridan Shore Sailing School | Crew | 11/15 (B Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| IL State Double Handed Championship | Sheridan Shore Sailing School | Crew | 1/12 (A Div) | |
| May Madness | Pewaukee Yacht Club | Skipper | 18/21 (B Div) | |
| B. Hill #1 | Lake Forest | Crew | 7/13 | |
| Z Trophy Ice Breaker #2 | Sheridan Shore Sailing School | Crew | 2/5 |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Shepherd Championship | Columbia Sailing School | Skipper | 13/13 (B Div) | |
| Art Johnson | Mahtomedi/Mounds Park Academy/Mounds View/White Bear Lake | Skipper | 19/22 (A Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Culver Spring Regatta | Culver Academies | Crew | 13/16 (B Div) | |
| Rickover Regatta | Hyman G. Rickover Na | Crew | 19/22 | |
| Tier 3 Chicago YC JV Regatta | Hinsdale Central/Hyman G. Rickover Na/Latin of Chicago/New Trier HS/St. Ignatius (IL)/Walter Payton Colleg | Crew | 19/19 |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Z Trophy JV Regatta | Sheridan Shore Sailing School | Crew | 6/14 | |
| Chicago YC JV Central Series #2 | Hinsdale Central/Latin of Chicago/New Trier HS/St. Ignatius (IL)/Walter Payton Colleg | Crew | 24/26 | |
| Dusty Waters | Arrowhead/Kettle Moraine/Oconomowoc | Crew | 12/20 (B Div) |
