| Round 1 |
|---|
| 1 |  | Fairfield Ludlowe High School Falcons | 1-2-5 | vs | 3-4-6 | Barrington High School Eagles |  |
| 2 |  | Minnetonka High School Skippers | 4-5-6 | vs | 1-2-3 | Christchurch School Seahorses |  |
| 3 |  | Olympia High School Bears | 1-2-6 | vs | 3-4-5 | New Trier HS Trevian |  |
| 4 |  | Tabor Academy Seawolves | 1-2-6 | vs | 3-4-5 | Latin School of Chicago Romans |  |
| 5 | | Fairfield Ludlowe High School Falcons | 1-2-3 | vs | 4-5-6 | Walter Payton College Preparatory High School Grizzlies |  |
| 6 | | Olympia High School Bears | 1-3-6 | vs | 2-4-5 | Barrington High School Eagles | |
| 7 | | Tabor Academy Seawolves | 3-4-6 | vs | 1-2-5 | Christchurch School Seahorses | |
| 8 | | New Trier HS Trevian | 1-5-6 | vs | 2-3-4 | Latin School of Chicago Romans | |
| 9 | | Minnetonka High School Skippers | 3-5-6 | vs | 1-2-4 | Fairfield Ludlowe High School Falcons | |
| 10 | | Olympia High School Bears | 1-2-6 | vs | 3-4-5 | Walter Payton College Preparatory High School Grizzlies | |
| 11 | | New Trier HS Trevian | 2-4-6 | vs | 1-3-5 | Barrington High School Eagles | |
| 12 | | Christchurch School Seahorses | 1-2-3 | vs | 4-5-6 | Latin School of Chicago Romans | |
| 13 | | Olympia High School Bears | 1-2-5 | vs | 3-4-6 | Minnetonka High School Skippers | |
| 14 | | Tabor Academy Seawolves | 1-2-4 | vs | 3-5-6 | Fairfield Ludlowe High School Falcons | |
| 15 | | New Trier HS Trevian | 3-4-5 | vs | 1-2-6 | Walter Payton College Preparatory High School Grizzlies | |
| 16 | | Barrington High School Eagles | 1-4-6 | vs | 2-3-5 | Latin School of Chicago Romans | |
| 17 | | Tabor Academy Seawolves | 1-2-5 | vs | 3-4-6 | Olympia High School Bears | |
| 18 | | New Trier HS Trevian | 1-2-3 | vs | 4-5-6 | Minnetonka High School Skippers | |
| 19 | | Christchurch School Seahorses | 2-3-4 | vs | 1-5-6 | Fairfield Ludlowe High School Falcons | |
| 20 | | Barrington High School Eagles | 2-3-6 | vs | 1-4-5 | Walter Payton College Preparatory High School Grizzlies | |
| 21 | | New Trier HS Trevian | 3-4-5 | vs | 1-2-6 | Tabor Academy Seawolves | |
| 22 | | Christchurch School Seahorses | 1-2-5 | vs | 3-4-6 | Olympia High School Bears | |
| 23 | | Barrington High School Eagles | 1-2-6 | vs | 3-4-5 | Minnetonka High School Skippers | |
| 24 | | Walter Payton College Preparatory High School Grizzlies | 3-4-5 | vs | 1-2-6 | Latin School of Chicago Romans | |
| 25 | | Christchurch School Seahorses | 1-3-5 | vs | 2-4-6 | New Trier HS Trevian | |
| 26 | | Barrington High School Eagles | 1-5-6 | vs | 2-3-4 | Tabor Academy Seawolves | |
| 27 | | Walter Payton College Preparatory High School Grizzlies | 2-3-4 | vs | 1-5-6 | Minnetonka High School Skippers | |
| 28 | | Fairfield Ludlowe High School Falcons | 1-2-4 | vs | 3-5-6 | Latin School of Chicago Romans | |
| 29 | | Barrington High School Eagles | 2-4-6 | vs | 1-3-5 | Christchurch School Seahorses | |
| 30 | | Walter Payton College Preparatory High School Grizzlies | 3-5-6 | vs | 1-2-4 | Tabor Academy Seawolves | |
| 31 | | Fairfield Ludlowe High School Falcons | 1-2-5 | vs | 3-4-6 | Olympia High School Bears | |
| 32 | | Minnetonka High School Skippers | 3-4-5 | vs | 1-2-6 | Latin School of Chicago Romans | |
| 33 | | Walter Payton College Preparatory High School Grizzlies | 4-5-6 | vs | 1-2-3 | Christchurch School Seahorses | |
| 34 | | Fairfield Ludlowe High School Falcons | 2-4-6 | vs | 1-3-5 | New Trier HS Trevian | |
| 35 | | Minnetonka High School Skippers | 4-5-6 | vs | 1-2-3 | Tabor Academy Seawolves | |
| 36 | | Olympia High School Bears | 1-4-5 | vs | 2-3-6 | Latin School of Chicago Romans | |
