| Flight 1 (Round 1) |
| 1 |  | New Trier HS Trevian | 1 | 2 | 3 | vs | 4 | 5 | 6 | Walter Payton College Preparatory High School Grizzlies |  |
| 2 |  | Saint Ignatius College Prep, Chicago, IL Wolfpack | 7 | 8 | 9 | vs | 10 | 11 | 12 | University of Chicago Laboratory Schools Maroons |  |
| 3 |  | Evanston Township HS Wildkits | 13 | 14 | 15 | vs | 16 | 17 | 18 | Jones College Prep Eagles |  |
| Flight 2 |
| 4 |  | Lake Forest High School Scouts | 1 | 2 | 3 | vs | 4 | 5 | 6 | Loyola Academy Ramblers |  |
| 5 |  | New Trier HS Trevian | 7 | 8 | 9 | vs | 10 | 11 | 12 | Saint Ignatius College Prep, Chicago, IL Wolfpack |  |
| 6 |  | Jones College Prep Eagles | 13 | 14 | 15 | vs | 16 | 17 | 18 | Walter Payton College Preparatory High School Grizzlies |  |
| Flight 3 |
| 7 |  | Loyola Academy Ramblers | 1 | 2 | 3 | vs | 4 | 5 | 6 | University of Chicago Laboratory Schools Maroons |  |
| 8 |  | Lake Forest High School Scouts | 7 | 8 | 9 | vs | 10 | 11 | 12 | Evanston Township HS Wildkits |  |
| 9 |  | Saint Ignatius College Prep, Chicago, IL Wolfpack | 13 | 14 | 15 | vs | 16 | 17 | 18 | Jones College Prep Eagles |  |
| Flight 4 |
| 10 |  | New Trier HS Trevian | 1 | 2 | 3 | vs | 4 | 5 | 6 | Loyola Academy Ramblers |  |
| 11 |  | Evanston Township HS Wildkits | 7 | 8 | 9 | vs | 10 | 11 | 12 | Walter Payton College Preparatory High School Grizzlies |  |
| 12 |  | Lake Forest High School Scouts | 13 | 14 | 15 | vs | 16 | 17 | 18 | University of Chicago Laboratory Schools Maroons |  |
| Flight 5 |
| 13 |  | Loyola Academy Ramblers | 1 | 2 | 3 | vs | 4 | 5 | 6 | Jones College Prep Eagles |  |
| 14 |  | Saint Ignatius College Prep, Chicago, IL Wolfpack | 7 | 8 | 9 | vs | 10 | 11 | 12 | Evanston Township HS Wildkits |  |
| 15 |  | University of Chicago Laboratory Schools Maroons | 13 | 14 | 15 | vs | 16 | 17 | 18 | New Trier HS Trevian |  |
| Flight 6 |
| 16 |  | Lake Forest High School Scouts | 1 | 2 | 3 | vs | 4 | 5 | 6 | Walter Payton College Preparatory High School Grizzlies |  |
| 17 |  | Evanston Township HS Wildkits | 7 | 8 | 9 | vs | 10 | 11 | 12 | Loyola Academy Ramblers |  |
| 18 |  | Jones College Prep Eagles | 13 | 14 | 15 | vs | 16 | 17 | 18 | University of Chicago Laboratory Schools Maroons |  |
| Flight 7 |
| 19 |  | Walter Payton College Preparatory High School Grizzlies | 1 | 2 | 3 | vs | 4 | 5 | 6 | Saint Ignatius College Prep, Chicago, IL Wolfpack |  |
| 20 |  | New Trier HS Trevian | 7 | 8 | 9 | vs | 10 | 11 | 12 | Lake Forest High School Scouts |  |
| 21 |  | University of Chicago Laboratory Schools Maroons | 13 | 14 | 15 | vs | 16 | 17 | 18 | Evanston Township HS Wildkits |  |
| Flight 8 |
| 22 |  | Loyola Academy Ramblers | 1 | 2 | 3 | vs | 4 | 5 | 6 | Walter Payton College Preparatory High School Grizzlies |  |
| 23 |  | Jones College Prep Eagles | 7 | 8 | 9 | vs | 10 | 11 | 12 | New Trier HS Trevian |  |
| 24 |  | Lake Forest High School Scouts | 13 | 14 | 15 | vs | 16 | 17 | 18 | Saint Ignatius College Prep, Chicago, IL Wolfpack |  |
| Flight 9 |
| 25 |  | Walter Payton College Preparatory High School Grizzlies | 1 | 2 | 3 | vs | 4 | 5 | 6 | University of Chicago Laboratory Schools Maroons |  |
| 26 |  | New Trier HS Trevian | 7 | 8 | 9 | vs | 10 | 11 | 12 | Evanston Township HS Wildkits |  |
| 27 |  | Saint Ignatius College Prep, Chicago, IL Wolfpack | 13 | 14 | 15 | vs | 16 | 17 | 18 | Loyola Academy Ramblers |  |
| Flight 10 |
| 28 |  | Lake Forest High School Scouts | 1 | 2 | 3 | vs | 4 | 5 | 6 | Jones College Prep Eagles |  |