| Flight 1 (Round 1) |
| 1 |  | Greenwich Country Day School Tigers | 25 | 26 | 27 | vs | 1 | 2 | 3 | Staples High School Wreckers |  |
| 2 |  | Darien High School Blue Wave | 28 | 29 | 30 | vs | 16 | 17 | 18 | Wilton High School Warriors |  |
| 3 |  | Greenwich Academy Gators | 22 | 23 | 24 | vs | 13 | 14 | 15 | Weston High School Trojans |  |
| Flight 2 |
| 4 | | Darien High School Blue Wave | 28 | 29 | 30 | vs | 25 | 26 | 27 | Greenwich Country Day School Tigers | |
| 5 | | Weston High School Trojans | 13 | 14 | 15 | vs | 1 | 2 | 3 | Staples High School Wreckers | |
| 6 | | Wilton High School Warriors | 16 | 17 | 18 | vs | 22 | 23 | 24 | Greenwich Academy Gators | |
| Flight 3 |
| 7 | | Weston High School Trojans | 13 | 14 | 15 | vs | 28 | 29 | 30 | Darien High School Blue Wave | |
| 8 | | Wilton High School Warriors | 16 | 17 | 18 | vs | 25 | 26 | 27 | Greenwich Country Day School Tigers | |
| 9 | | Greenwich Academy Gators | 22 | 23 | 24 | vs | 1 | 2 | 3 | Staples High School Wreckers | |
| Flight 4 |
| 10 | | Wilton High School Warriors | 16 | 17 | 18 | vs | 13 | 14 | 15 | Weston High School Trojans | |
| 11 | | Staples High School Wreckers | 1 | 2 | 3 | vs | 28 | 29 | 30 | Darien High School Blue Wave | |
| 12 | | Greenwich Country Day School Tigers | 25 | 26 | 27 | vs | 22 | 23 | 24 | Greenwich Academy Gators | |
| Flight 5 |
| 13 | | Staples High School Wreckers | 1 | 2 | 3 | vs | 16 | 17 | 18 | Wilton High School Warriors | |
| 14 | | Greenwich Country Day School Tigers | 25 | 26 | 27 | vs | 13 | 14 | 15 | Weston High School Trojans | |
| 15 | | Greenwich Academy Gators | 22 | 23 | 24 | vs | 28 | 29 | 30 | Darien High School Blue Wave | |
