May 9, 2026 @ 15:11:34 EDT
| # | Team 1 | Sails | Sails | Team 2 | |||||||
|---|---|---|---|---|---|---|---|---|---|---|---|
| Flight 1 (Round 1) | |||||||||||
| 1 |  | Saint Ignatius College Prep, Chicago, IL Wolfpack | 13 | 14 | 15 | vs | 7 | 8 | 9 | Lake Forest High School Scouts |  |
| Flight 2 | |||||||||||
| 2 |  | New Trier HS Trevian 1 | 13 | 14 | 15 | vs | 7 | 8 | 9 | New Trier HS Trevian 2 | |
| Flight 3 | |||||||||||
| 3 | | Lake Forest High School Scouts | 13 | 14 | 15 | vs | 7 | 8 | 9 | New Trier HS Trevian 2 | |
| Flight 4 | |||||||||||
| 4 | | New Trier HS Trevian 1 | 13 | 14 | 15 | vs | 7 | 8 | 9 | Saint Ignatius College Prep, Chicago, IL Wolfpack | |
| Flight 5 | |||||||||||
| 5 | | Lake Forest High School Scouts | 13 | 14 | 15 | vs | 7 | 8 | 9 | New Trier HS Trevian 1 | |
| Flight 6 | |||||||||||
| 6 | | New Trier HS Trevian 2 | 13 | 14 | 15 | vs | 7 | 8 | 9 | Saint Ignatius College Prep, Chicago, IL Wolfpack | |