| Flight 1 (Round 1) |
| 1 |  | Wellesley High School Raiders | 7 | 8 | 9 | vs | 10 | 11 | 12 | Wellesley High School Varsity | |
| 2 |  | Sharon High School Eagles | 4 | 5 | 6 | vs | 13 | 14 | 15 | Lincoln Sudbury Reginal High School Warriors |  |
| 3 |  | Hingham High School Hingham | 1 | 2 | 3 | vs | 16 | 17 | 18 | Natick High School Redhawks |  |
| Flight 2 |
| 4 | | Sharon High School Eagles | 4 | 5 | 6 | vs | 7 | 8 | 9 | Wellesley High School Raiders | |
| 5 | | Natick High School Redhawks | 16 | 17 | 18 | vs | 10 | 11 | 12 | Wellesley High School Varsity | |
| 6 | | Lincoln Sudbury Reginal High School Warriors | 13 | 14 | 15 | vs | 1 | 2 | 3 | Hingham High School Hingham | |
| Flight 3 |
| 7 | | Natick High School Redhawks | 16 | 17 | 18 | vs | 4 | 5 | 6 | Sharon High School Eagles | |
| 8 | | Lincoln Sudbury Reginal High School Warriors | 13 | 14 | 15 | vs | 7 | 8 | 9 | Wellesley High School Raiders | |
| 9 | | Hingham High School Hingham | 1 | 2 | 3 | vs | 10 | 11 | 12 | Wellesley High School Varsity | |
| Flight 4 |
| 10 | | Lincoln Sudbury Reginal High School Warriors | 13 | 14 | 15 | vs | 16 | 17 | 18 | Natick High School Redhawks | |
| 11 | | Wellesley High School Varsity | 10 | 11 | 12 | vs | 4 | 5 | 6 | Sharon High School Eagles | |
| 12 | | Wellesley High School Raiders | 7 | 8 | 9 | vs | 1 | 2 | 3 | Hingham High School Hingham | |
| Flight 5 |
| 13 | | Wellesley High School Varsity | 10 | 11 | 12 | vs | 13 | 14 | 15 | Lincoln Sudbury Reginal High School Warriors | |
| 14 | | Wellesley High School Raiders | 7 | 8 | 9 | vs | 16 | 17 | 18 | Natick High School Redhawks | |
| 15 | | Hingham High School Hingham | 1 | 2 | 3 | vs | 4 | 5 | 6 | Sharon High School Eagles | |
