| Flight 1 (Round 1) |
| 1 |  | Fairfield Prep Jesuits | 7 | 8 | 9 | vs | 10 | 11 | 12 | Fairfield Ludlowe High School Falcons |  |
| 2 |  | Staples High School The Wreckers | 4 | 5 | 6 | vs | 13 | 14 | 15 | Greens Farms Academy Dragons |  |
| 3 |  | Weston High School Trojans | 1 | 2 | 3 | vs | 22 | 23 | 24 | Greenwich Country Day School Tigers |  |
| Flight 2 |
| 4 | | Staples High School The Wreckers | 4 | 5 | 6 | vs | 7 | 8 | 9 | Fairfield Prep Jesuits | |
| 5 | | Greenwich Country Day School Tigers | 22 | 23 | 24 | vs | 10 | 11 | 12 | Fairfield Ludlowe High School Falcons | |
| 6 | | Greens Farms Academy Dragons | 13 | 14 | 15 | vs | 1 | 2 | 3 | Weston High School Trojans | |
| Flight 3 |
| 7 | | Greenwich Country Day School Tigers | 22 | 23 | 24 | vs | 4 | 5 | 6 | Staples High School The Wreckers | |
| 8 | | Greens Farms Academy Dragons | 13 | 14 | 15 | vs | 7 | 8 | 9 | Fairfield Prep Jesuits | |
| 9 | | Weston High School Trojans | 1 | 2 | 3 | vs | 10 | 11 | 12 | Fairfield Ludlowe High School Falcons | |
| Flight 4 |
| 10 | | Greens Farms Academy Dragons | 13 | 14 | 15 | vs | 22 | 23 | 24 | Greenwich Country Day School Tigers | |
| 11 | | Fairfield Ludlowe High School Falcons | 10 | 11 | 12 | vs | 4 | 5 | 6 | Staples High School The Wreckers | |
| 12 | | Fairfield Prep Jesuits | 7 | 8 | 9 | vs | 1 | 2 | 3 | Weston High School Trojans | |
| Flight 5 |
| 13 | | Fairfield Ludlowe High School Falcons | 10 | 11 | 12 | vs | 13 | 14 | 15 | Greens Farms Academy Dragons | |
| 14 | | Fairfield Prep Jesuits | 7 | 8 | 9 | vs | 22 | 23 | 24 | Greenwich Country Day School Tigers | |
| 15 | | Weston High School Trojans | 1 | 2 | 3 | vs | 4 | 5 | 6 | Staples High School The Wreckers | |
