| Round 1 | 
|---|
| 1 |  | St. Ignatius College Prep, Chicago, IL Wolfpack | 1-3-4 | vs | 2-5-6 | Evanston Township HS Wildkits |  | 
| 2 |  | New Trier HS Trevian | 3-4-6 | vs | 1-2-5 | Jones College Prep Eagles |  | 
| 3 |  | Latin School of Chicago Romans | 2-3-5 | vs | 1-4-6 | Lake Forest High School Scouts |  | 
| 4 |  | Lane Tech College Prep Varsity | 4-5-6 | vs | 1-2-3 | Walter Payton College Preparatory High School Grizzlies |  | 
| 5 |  | St. Ignatius College Prep, Chicago, IL Wolfpack | 1-2-5 | vs | 3-4-6 | University of Chicago Laboratory Schools Maroons |  | 
| 6 |  | Latin School of Chicago Romans | 1-2-3 | vs | 4-5-6 | Evanston Township HS Wildkits |  | 
| 7 |  | Lane Tech College Prep Varsity | 1-5-6 | vs | 2-3-4 | Jones College Prep Eagles |  | 
| 8 |  | Lake Forest High School Scouts | 1-2-3 | vs | 4-5-6 | Walter Payton College Preparatory High School Grizzlies |  | 
| 9 |  | New Trier HS Trevian | 3-5-6 | vs | 1-2-4 | St. Ignatius College Prep, Chicago, IL Wolfpack |  | 
| 10 |  | Latin School of Chicago Romans | 1-2-4 | vs | 3-5-6 | University of Chicago Laboratory Schools Maroons |  | 
| 11 |  | Lake Forest High School Scouts | 1-2-5 | vs | 3-4-6 | Evanston Township HS Wildkits |  | 
| 12 |  | Jones College Prep Eagles | 3-4-5 | vs | 1-2-6 | Walter Payton College Preparatory High School Grizzlies |  | 
| 13 |  | Latin School of Chicago Romans | 1-2-6 | vs | 3-4-5 | New Trier HS Trevian |  | 
| 14 |  | Lane Tech College Prep Varsity | 4-5-6 | vs | 1-2-3 | St. Ignatius College Prep, Chicago, IL Wolfpack |  | 
| 15 |  | Lake Forest High School Scouts | 1-2-3 | vs | 4-5-6 | University of Chicago Laboratory Schools Maroons |  | 
| 16 |  | Evanston Township HS Wildkits | 3-5-6 | vs | 1-2-4 | Walter Payton College Preparatory High School Grizzlies |  | 
| 17 |  | Lane Tech College Prep Varsity | 4-5-6 | vs | 1-2-3 | Latin School of Chicago Romans |  | 
| 18 |  | Lake Forest High School Scouts | 1-2-4 | vs | 3-5-6 | New Trier HS Trevian |  | 
| 19 |  | Jones College Prep Eagles | 3-4-6 | vs | 1-2-5 | St. Ignatius College Prep, Chicago, IL Wolfpack |  | 
| 20 |  | Evanston Township HS Wildkits | 1-4-5 | vs | 2-3-6 | University of Chicago Laboratory Schools Maroons |  | 
| 21 |  | Lake Forest High School Scouts | 1-2-3 | vs | 4-5-6 | Lane Tech College Prep Varsity |  | 
| 22 |  | Jones College Prep Eagles | 4-5-6 | vs | 1-2-3 | Latin School of Chicago Romans |  | 
| 23 |  | Evanston Township HS Wildkits | 1-2-5 | vs | 3-4-6 | New Trier HS Trevian |  | 
| 24 |  | University of Chicago Laboratory Schools Maroons | 4-5-6 | vs | 1-2-3 | Walter Payton College Preparatory High School Grizzlies |  | 
| 25 |  | Jones College Prep Eagles | 4-5-6 | vs | 1-2-3 | Lake Forest High School Scouts |  | 
| 26 |  | Evanston Township HS Wildkits | 2-3-4 | vs | 1-5-6 | Lane Tech College Prep Varsity |  | 
| 27 |  | University of Chicago Laboratory Schools Maroons | 4-5-6 | vs | 1-2-3 | New Trier HS Trevian |  | 
| 28 |  | St. Ignatius College Prep, Chicago, IL Wolfpack | 1-2-4 | vs | 3-5-6 | Walter Payton College Preparatory High School Grizzlies |  | 
| 29 |  | Evanston Township HS Wildkits | 3-4-6 | vs | 1-2-5 | Jones College Prep Eagles |  | 
| 30 |  | University of Chicago Laboratory Schools Maroons | 1-2-4 | vs | 3-5-6 | Lane Tech College Prep Varsity |  | 
| 31 |  | St. Ignatius College Prep, Chicago, IL Wolfpack | 2-4-6 | vs | 1-3-5 | Latin School of Chicago Romans |  | 
| 32 |  | New Trier HS Trevian | 4-5-6 | vs | 1-2-3 | Walter Payton College Preparatory High School Grizzlies |  | 
| 33 |  | University of Chicago Laboratory Schools Maroons | 2-3-4 | vs | 1-5-6 | Jones College Prep Eagles |  | 
| 34 |  | St. Ignatius College Prep, Chicago, IL Wolfpack | 1-5-6 | vs | 2-3-4 | Lake Forest High School Scouts |  | 
| 35 |  | New Trier HS Trevian | 2-3-5 | vs | 1-4-6 | Lane Tech College Prep Varsity |  | 
| 36 |  | Latin School of Chicago Romans | 3-5-6 | vs | 1-2-4 | Walter Payton College Preparatory High School Grizzlies |  | 
| Gold | 
|---|
| 37 |  | St. Ignatius College Prep, Chicago, IL Wolfpack | 1-4-6 | vs | 2-3-5 | Walter Payton College Preparatory High School Grizzlies |  | 
| 38 |  | Lake Forest High School Scouts | 1-2-3 | vs | 4-5-6 | Jones College Prep Eagles |  | 
| 39 |  | Latin School of Chicago Romans | 3-4-5 | vs | 1-2-6 | Evanston Township HS Wildkits |  | 
| 40 |  | Lake Forest High School Scouts | 1-2-6 | vs | 3-4-5 | St. Ignatius College Prep, Chicago, IL Wolfpack |  | 
| 41 |  | Evanston Township HS Wildkits | 3-5-6 | vs | 1-2-4 | Walter Payton College Preparatory High School Grizzlies |  | 
| 42 |  | Jones College Prep Eagles | 4-5-6 | vs | 1-2-3 | Latin School of Chicago Romans |  | 
| 43 |  | Evanston Township HS Wildkits | 3-4-5 | vs | 1-2-6 | Lake Forest High School Scouts |  | 
| 44 |  | Jones College Prep Eagles | 4-5-6 | vs | 1-2-3 | St. Ignatius College Prep, Chicago, IL Wolfpack |  | 
| 45 |  | Latin School of Chicago Romans | 3-4-6 | vs | 1-2-5 | Walter Payton College Preparatory High School Grizzlies |  | 
| 46 |  | Jones College Prep Eagles | 1-5-6 | vs | 2-3-4 | Evanston Township HS Wildkits |  | 
| 47 |  | Walter Payton College Preparatory High School Grizzlies | 3-4-6 | vs | 1-2-5 | Lake Forest High School Scouts |  | 
| 48 |  | St. Ignatius College Prep, Chicago, IL Wolfpack | 1-2-4 | vs | 3-5-6 | Latin School of Chicago Romans |  | 
| 49 |  | Walter Payton College Preparatory High School Grizzlies | 1-2-3 | vs | 4-5-6 | Jones College Prep Eagles |  | 
| 50 |  | St. Ignatius College Prep, Chicago, IL Wolfpack | 1-2-5 | vs | 3-4-6 | Evanston Township HS Wildkits |  | 
| 51 |  | Latin School of Chicago Romans | 1-2-5 | vs | 3-4-6 | Lake Forest High School Scouts |  |