| Round 1 |
|---|
| 1 |  | Beacon Academy Wolves | 1-2-6 | vs | 3-4-5 | Evanston Township HS Wildkits |  |
| 2 |  | Latin School of Chicago Romans | 1-3-4 | vs | 2-5-6 | Loyola Academy Ramblers |  |
| 3 |  | Lake Forest High School Scouts | 1-3-4 | vs | 2-5-6 | Fenwick High School Friars |  |
| 4 |  | University of Chicago Laboratory Schools Maroons | 3-4-6 | vs | 1-2-5 | New Trier HS Trevian |  |
| 5 |  | Hinsdale Central High School Red Devils | 2-3-4 | vs | 1-5-6 | Lane Tech College Prep Varsity |  |
| 6 |  | St. Ignatius College Prep, Chicago, IL Wolfpack | 1-4-6 | vs | 2-3-5 | Walter Payton College Preparatory High School Grizzlies |  |
| 7 | | Fenwick High School Friars | 1-2-4 | vs | 3-5-6 | Beacon Academy Wolves | |
| 8 | | New Trier HS Trevian | 1-2-6 | vs | 3-4-5 | Latin School of Chicago Romans | |
| 9 | | Evanston Township HS Wildkits | 2-4-5 | vs | 1-3-6 | Lake Forest High School Scouts | |
| 10 | | Loyola Academy Ramblers | 1-5-6 | vs | 2-3-4 | University of Chicago Laboratory Schools Maroons | |
| 11 | | Lane Tech College Prep Varsity | 1-2-6 | vs | 3-4-5 | Beacon Academy Wolves | |
| 12 | | Walter Payton College Preparatory High School Grizzlies | 4-5-6 | vs | 1-2-3 | Latin School of Chicago Romans | |
| 13 | | Fenwick High School Friars | 3-5-6 | vs | 1-2-4 | Hinsdale Central High School Red Devils | |
| 14 | | New Trier HS Trevian | 1-2-4 | vs | 3-5-6 | St. Ignatius College Prep, Chicago, IL Wolfpack | |
| 15 | | Evanston Township HS Wildkits | 1-2-3 | vs | 4-5-6 | Lane Tech College Prep Varsity | |
| 16 | | Loyola Academy Ramblers | 3-4-6 | vs | 1-2-5 | Walter Payton College Preparatory High School Grizzlies | |
| 17 | | Lake Forest High School Scouts | 1-2-3 | vs | 4-5-6 | Beacon Academy Wolves | |
| 18 | | University of Chicago Laboratory Schools Maroons | 4-5-6 | vs | 1-2-3 | Latin School of Chicago Romans | |
| 19 | | Hinsdale Central High School Red Devils | 1-2-3 | vs | 4-5-6 | Evanston Township HS Wildkits | |
| 20 | | St. Ignatius College Prep, Chicago, IL Wolfpack | 1-4-5 | vs | 2-3-6 | Loyola Academy Ramblers | |
| 21 | | Lane Tech College Prep Varsity | 1-4-5 | vs | 2-3-6 | Fenwick High School Friars | |
| 22 | | Walter Payton College Preparatory High School Grizzlies | 2-4-5 | vs | 1-3-6 | New Trier HS Trevian | |
| 23 | | Hinsdale Central High School Red Devils | 1-3-6 | vs | 2-4-5 | Lake Forest High School Scouts | |
| 24 | | St. Ignatius College Prep, Chicago, IL Wolfpack | 2-3-4 | vs | 1-5-6 | University of Chicago Laboratory Schools Maroons | |
| 25 | | Evanston Township HS Wildkits | 3-5-6 | vs | 1-2-4 | Fenwick High School Friars | |
| 26 | | Loyola Academy Ramblers | 4-5-6 | vs | 1-2-3 | New Trier HS Trevian | |
| 27 | | Beacon Academy Wolves | 4-5-6 | vs | 1-2-3 | Hinsdale Central High School Red Devils | |
| 28 | | Latin School of Chicago Romans | 1-2-3 | vs | 4-5-6 | St. Ignatius College Prep, Chicago, IL Wolfpack | |
| 29 | | Lake Forest High School Scouts | 1-2-5 | vs | 3-4-6 | Lane Tech College Prep Varsity | |
| 30 | | University of Chicago Laboratory Schools Maroons | 2-4-5 | vs | 1-3-6 | Walter Payton College Preparatory High School Grizzlies | |
| 31 | | New Trier HS Trevian | 1-2-3 | vs | 4-5-6 | Beacon Academy Wolves | |
| 32 | | Loyola Academy Ramblers | 2-3-4 | vs | 1-5-6 | Evanston Township HS Wildkits | |
| 33 | | Latin School of Chicago Romans | 2-3-4 | vs | 1-5-6 | Fenwick High School Friars | |
| 34 | | St. Ignatius College Prep, Chicago, IL Wolfpack | 3-4-6 | vs | 1-2-5 | Hinsdale Central High School Red Devils | |
| 35 | | University of Chicago Laboratory Schools Maroons | 3-5-6 | vs | 1-2-4 | Lake Forest High School Scouts | |
| 36 | | Walter Payton College Preparatory High School Grizzlies | 3-4-6 | vs | 1-2-5 | Lane Tech College Prep Varsity | |
| 37 | | New Trier HS Trevian | 1-2-5 | vs | 3-4-6 | Evanston Township HS Wildkits | |
| 38 | | Latin School of Chicago Romans | 1-2-6 | vs | 3-4-5 | Beacon Academy Wolves | |
| 39 | | Loyola Academy Ramblers | 4-5-6 | vs | 1-2-3 | Hinsdale Central High School Red Devils | |
| 40 | | Walter Payton College Preparatory High School Grizzlies | 2-3-4 | vs | 1-5-6 | Fenwick High School Friars | |
| 41 | | University of Chicago Laboratory Schools Maroons | 3-5-6 | vs | 1-2-4 | Lane Tech College Prep Varsity | |
| 42 | | St. Ignatius College Prep, Chicago, IL Wolfpack | 1-4-5 | vs | 2-3-6 | Lake Forest High School Scouts | |
| 43 | | Loyola Academy Ramblers | 3-4-5 | vs | 1-2-6 | Beacon Academy Wolves | |
| 44 | | Latin School of Chicago Romans | 1-3-5 | vs | 2-4-6 | Hinsdale Central High School Red Devils | |
| 45 | | Walter Payton College Preparatory High School Grizzlies | 1-3-4 | vs | 2-5-6 | Evanston Township HS Wildkits | |
| 46 | | Fenwick High School Friars | 1-3-6 | vs | 2-4-5 | University of Chicago Laboratory Schools Maroons | |
| 47 | | New Trier HS Trevian | 1-2-5 | vs | 3-4-6 | Lake Forest High School Scouts | |
| 48 | | St. Ignatius College Prep, Chicago, IL Wolfpack | 1-2-4 | vs | 3-5-6 | Lane Tech College Prep Varsity | |
| 49 | | Walter Payton College Preparatory High School Grizzlies | 1-2-6 | vs | 3-4-5 | Hinsdale Central High School Red Devils | |
| 50 | | Beacon Academy Wolves | 4-5-6 | vs | 1-2-3 | University of Chicago Laboratory Schools Maroons | |
| 51 | | Loyola Academy Ramblers | 3-4-5 | vs | 1-2-6 | Fenwick High School Friars | |
| 52 | | Evanston Township HS Wildkits | 2-5-6 | vs | 1-3-4 | Latin School of Chicago Romans | |
| 53 | | Lane Tech College Prep Varsity | 3-5-6 | vs | 1-2-4 | New Trier HS Trevian | |
| 54 | | Walter Payton College Preparatory High School Grizzlies | 1-3-6 | vs | 2-4-5 | Lake Forest High School Scouts | |
| 55 | | Beacon Academy Wolves | 4-5-6 | vs | 1-2-3 | St. Ignatius College Prep, Chicago, IL Wolfpack | |
| 56 | | Hinsdale Central High School Red Devils | 1-3-5 | vs | 2-4-6 | University of Chicago Laboratory Schools Maroons | |
| 57 | | Lane Tech College Prep Varsity | 3-4-6 | vs | 1-2-5 | Latin School of Chicago Romans | |
| 58 | | Lake Forest High School Scouts | 1-2-3 | vs | 4-5-6 | Loyola Academy Ramblers | |
| 59 | | Fenwick High School Friars | 4-5-6 | vs | 1-2-3 | New Trier HS Trevian | |
| 60 | | Evanston Township HS Wildkits | 3-5-6 | vs | 1-2-4 | St. Ignatius College Prep, Chicago, IL Wolfpack | |
| 61 | | Beacon Academy Wolves | 4-5-6 | vs | 1-2-3 | Walter Payton College Preparatory High School Grizzlies | |
| 62 | | Lane Tech College Prep Varsity | 2-4-6 | vs | 1-3-5 | Loyola Academy Ramblers | |
| 63 | | Lake Forest High School Scouts | 2-3-5 | vs | 1-4-6 | Latin School of Chicago Romans | |
| 64 | | New Trier HS Trevian | 1-2-4 | vs | 3-5-6 | Hinsdale Central High School Red Devils | |
| 65 | | Evanston Township HS Wildkits | 1-4-5 | vs | 2-3-6 | University of Chicago Laboratory Schools Maroons | |
| 66 | | Fenwick High School Friars | 2-4-6 | vs | 1-3-5 | St. Ignatius College Prep, Chicago, IL Wolfpack | |
| Round 2 |
|---|
| 67 | | St. Ignatius College Prep, Chicago, IL Wolfpack | 4-5-6 | vs | 1-2-3 | New Trier HS Trevian | |
| 68 | | Hinsdale Central High School Red Devils | 1-2-5 | vs | 3-4-6 | Latin School of Chicago Romans | |
| 69 | | Walter Payton College Preparatory High School Grizzlies | 1-4-6 | vs | 2-3-5 | Lake Forest High School Scouts | |
| 70 | | Hinsdale Central High School Red Devils | 1-2-5 | vs | 3-4-6 | St. Ignatius College Prep, Chicago, IL Wolfpack | |
| 71 | | Walter Payton College Preparatory High School Grizzlies | 3-5-6 | vs | 1-2-4 | New Trier HS Trevian | |
| 72 | | Latin School of Chicago Romans | 1-3-6 | vs | 2-4-5 | Lake Forest High School Scouts | |
| 73 | | Walter Payton College Preparatory High School Grizzlies | 3-5-6 | vs | 1-2-4 | Hinsdale Central High School Red Devils | |
| 74 | | Latin School of Chicago Romans | 1-4-5 | vs | 2-3-6 | St. Ignatius College Prep, Chicago, IL Wolfpack | |
| 75 | | New Trier HS Trevian | 1-2-6 | vs | 3-4-5 | Lake Forest High School Scouts | |
| 76 | | Latin School of Chicago Romans | 2-3-5 | vs | 1-4-6 | Walter Payton College Preparatory High School Grizzlies | |
| 77 | | New Trier HS Trevian | 2-4-6 | vs | 1-3-5 | Hinsdale Central High School Red Devils | |
| 78 | | St. Ignatius College Prep, Chicago, IL Wolfpack | 1-3-6 | vs | 2-4-5 | Lake Forest High School Scouts | |
| 79 | | New Trier HS Trevian | 3-5-6 | vs | 1-2-4 | Latin School of Chicago Romans | |
| 80 | | St. Ignatius College Prep, Chicago, IL Wolfpack | 3-4-6 | vs | 1-2-5 | Walter Payton College Preparatory High School Grizzlies | |
| 81 | | Hinsdale Central High School Red Devils | 2-3-4 | vs | 1-5-6 | Lake Forest High School Scouts | |
