| Flight 1 (Round 1) |
| 1 |  | Lane Tech College Prep Varsity | 1 | 2 | 3 | vs | 4 | 5 | 6 | Lyons Township High School Lions |  |
| 2 |  | Latin School of Chicago Romans | 7 | 8 | 9 | vs | 10 | 11 | 12 | Unregistered-MISSA Unregistered 1 |  |
| 3 |  | Walter Payton College Preparatory High School Grizzlies | 13 | 14 | 15 | vs | 16 | 17 | 18 | Unregistered-MISSA Unregistered 2 | |
| Flight 2 |
| 4 |  | University of Chicago Laboratory Schools Maroons | 1 | 2 | 3 | vs | 4 | 5 | 6 | New Trier HS Trevian |  |
| 5 |  | Saint Ignatius College Prep, Chicago, IL Wolfpack | 7 | 8 | 9 | vs | 10 | 11 | 12 | Jones College Prep Eagles |  |
| 6 | | Latin School of Chicago Romans | 13 | 14 | 15 | vs | 16 | 17 | 18 | Lane Tech College Prep Varsity | |
| Flight 3 |
| 7 | | Walter Payton College Preparatory High School Grizzlies | 1 | 2 | 3 | vs | 4 | 5 | 6 | Lyons Township High School Lions | |
| 8 | | University of Chicago Laboratory Schools Maroons | 7 | 8 | 9 | vs | 10 | 11 | 12 | Unregistered-MISSA Unregistered 1 | |
| 9 | | Saint Ignatius College Prep, Chicago, IL Wolfpack | 13 | 14 | 15 | vs | 16 | 17 | 18 | Unregistered-MISSA Unregistered 2 | |
| Flight 4 |
| 10 | | New Trier HS Trevian | 1 | 2 | 3 | vs | 4 | 5 | 6 | Jones College Prep Eagles | |
| 11 | | Walter Payton College Preparatory High School Grizzlies | 7 | 8 | 9 | vs | 10 | 11 | 12 | Latin School of Chicago Romans | |
| 12 | | University of Chicago Laboratory Schools Maroons | 13 | 14 | 15 | vs | 16 | 17 | 18 | Lane Tech College Prep Varsity | |
| Flight 5 |
| 13 | | Saint Ignatius College Prep, Chicago, IL Wolfpack | 1 | 2 | 3 | vs | 4 | 5 | 6 | Lyons Township High School Lions | |
| 14 | | New Trier HS Trevian | 7 | 8 | 9 | vs | 10 | 11 | 12 | Unregistered-MISSA Unregistered 1 | |
| 15 | | Unregistered-MISSA Unregistered 2 | 13 | 14 | 15 | vs | 16 | 17 | 18 | Jones College Prep Eagles | |
| Flight 6 |
| 16 | | University of Chicago Laboratory Schools Maroons | 1 | 2 | 3 | vs | 4 | 5 | 6 | Walter Payton College Preparatory High School Grizzlies | |
| 17 | | Saint Ignatius College Prep, Chicago, IL Wolfpack | 7 | 8 | 9 | vs | 10 | 11 | 12 | Latin School of Chicago Romans | |
| 18 | | New Trier HS Trevian | 13 | 14 | 15 | vs | 16 | 17 | 18 | Lane Tech College Prep Varsity | |
| Flight 7 |
| 19 | | Unregistered-MISSA Unregistered 2 | 1 | 2 | 3 | vs | 4 | 5 | 6 | Lyons Township High School Lions | |
| 20 | | Unregistered-MISSA Unregistered 1 | 7 | 8 | 9 | vs | 10 | 11 | 12 | Jones College Prep Eagles | |
| 21 | | Saint Ignatius College Prep, Chicago, IL Wolfpack | 13 | 14 | 15 | vs | 16 | 17 | 18 | University of Chicago Laboratory Schools Maroons | |
| Flight 8 |
| 22 | | New Trier HS Trevian | 1 | 2 | 3 | vs | 4 | 5 | 6 | Walter Payton College Preparatory High School Grizzlies | |
| 23 | | Unregistered-MISSA Unregistered 2 | 7 | 8 | 9 | vs | 10 | 11 | 12 | Latin School of Chicago Romans | |
