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