| Round 1 |
|---|
| 1 |  | Latin School of Chicago Varsity | 1-2-6 | vs | 3-4-5 | Loyola Academy Ramblers |  |
| 2 |  | Lake Forest High School Scouts | 3-5-6 | vs | 1-2-4 | New Trier HS Trevian |  |
| 3 |  | St. Ignatius College Prep, Chicago, IL Wolfpack | 1-2-3 | vs | 4-5-6 | Hinsdale Central High School Varsity |  |
| 4 |  | Evanston Township HS Varsity | 1-2-3 | vs | 4-5-6 DNS | Walter Payton College Preparatory High School Varsity |  |
| 5 | | Latin School of Chicago Varsity | 2-3-6 | vs | 1-4-5 | Lake Forest High School Scouts | |
| 6 | | Hinsdale Central High School Varsity | 3-4-6 | vs | 1-2-5 | Loyola Academy Ramblers | |
| 7 | | Walter Payton College Preparatory High School Varsity | 3-5-6 | vs | 1-2-4 | New Trier HS Trevian | |
| 8 | | Evanston Township HS Varsity | 1-3-5 | vs | 2-4-6 | St. Ignatius College Prep, Chicago, IL Wolfpack | |
| 9 | | Lake Forest High School Scouts | 1-2-3 | vs | 4-5-6 | Hinsdale Central High School Varsity | |
| 10 | | Latin School of Chicago Varsity | 1-4-5 | vs | 2-3-6 | Walter Payton College Preparatory High School Varsity | |
| 11 | | St. Ignatius College Prep, Chicago, IL Wolfpack | 3-5-6 | vs | 1-2-4 | Loyola Academy Ramblers | |
| 12 | | Evanston Township HS Varsity | 3-5-6 | vs | 1-2-4 | New Trier HS Trevian | |
| 13 | | Walter Payton College Preparatory High School Varsity | 2-3-4 | vs | 1-5-6 | Hinsdale Central High School Varsity | |
| 14 | | Lake Forest High School Scouts | 1-2-6 | vs | 3-4-5 | St. Ignatius College Prep, Chicago, IL Wolfpack | |
| 15 | | New Trier HS Trevian | 1-4-6 | vs | 2-3-5 | Latin School of Chicago Varsity | |
| 16 | | Evanston Township HS Varsity | 4-5-6 | vs | 1-2-3 | Loyola Academy Ramblers | |
| 17 | | St. Ignatius College Prep, Chicago, IL Wolfpack | 3-5-6 | vs | 1-2-4 | Walter Payton College Preparatory High School Varsity | |
| 18 | | Hinsdale Central High School Varsity | 3-5-6 | vs | 1-2-4 | New Trier HS Trevian | |
| 19 | | Loyola Academy Ramblers | 2-3-4 | vs | 1-5-6 | Lake Forest High School Scouts | |
| 20 | | Latin School of Chicago Varsity | 1-2-5 | vs | 3-4-6 | Evanston Township HS Varsity | |
| 21 | | New Trier HS Trevian | 1-2-3 | vs | 4-5-6 | St. Ignatius College Prep, Chicago, IL Wolfpack | |
| 22 | | Walter Payton College Preparatory High School Varsity | 1-3-6 | vs | 2-4-5 | Loyola Academy Ramblers | |
| 23 | | Hinsdale Central High School Varsity | 4-5-6 | vs | 1-2-3 | Latin School of Chicago Varsity | |
| 24 | | Evanston Township HS Varsity | 3-4-5 | vs | 1-2-6 | Lake Forest High School Scouts | |
| 25 | | Loyola Academy Ramblers | 1-3-6 | vs | 2-4-5 | New Trier HS Trevian | |
| 26 | | Latin School of Chicago Varsity | 1-2-5 | vs | 3-4-6 | St. Ignatius College Prep, Chicago, IL Wolfpack | |
| 27 | | Lake Forest High School Scouts | 1-2-6 | vs | 3-4-5 | Walter Payton College Preparatory High School Varsity | |
| 28 | | Evanston Township HS Varsity | 1-2-4 | vs | 3-5-6 | Hinsdale Central High School Varsity | |
