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