Nov 10, 2019 @ 15:45:03 EST
| 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 | Skipper | 14/20 (A Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Halloween Spectacular | Glenbrook South/Lake Forest Academy/Lake Forest/Stevenson | Skipper | 10/22 (A Div) | |
| MISSA Great Lakes West | Minnetonka | Skipper | 9/9 (A Div) | |
| Dusty Waters Regatta | PLSS/MYST/PYC | Skipper | 7/12 (A Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| LMSS Team Race | Minnetonka | Skipper | 5/9 |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Halloween Spectacular | Lake Forest | Skipper | 11/20 (A Div) | |
| Dusty Waters West Great Lake Qualifier | PLSS | Skipper | 8/11 (A Div) | |
| Fall Scramble | Arrowhead/Oconomowoc | Skipper | 20/28 (A Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| May Madness | Arrowhead/Oconomowoc | Skipper | 12/13 (A Div) | |
| Tier 3 Chicago YC JV Regatta | Hinsdale Central/Hyman G. Rickover Na/Latin of Chicago/New Trier HS/St. Ignatius (IL)/Walter Payton Colleg | Skipper | 17/19 |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Fall Scramble | Arrowhead/Kettle Moraine/Oconomowoc | Skipper | 23/26 (A Div) |
