| Round 1 |
|---|
| 1 |  | Greenwich High School Cardinals | 3-4-5 | vs | 1-2-6 | Greenwich Academy Gators |  |
| 2 |  | Brunswick School Bruins | 1-2-4 | vs | 3-5-6 | Fairfield Ludlowe High School Falcons |  |
| 3 |  | Greens Farms Academy Dragons | 1-2-5 | vs | 3-4-6 | Darien High School Blue Wave |  |
| 4 | | Brunswick School Bruins | 3-4-6 | vs | 1-2-5 | Greenwich High School Cardinals | |
| 5 | | Darien High School Blue Wave | 3-4-6 | vs | 1-2-5 | Greenwich Academy Gators | |
| 6 | | Fairfield Ludlowe High School Falcons | 3-5-6 | vs | 1-2-4 | Greens Farms Academy Dragons | |
| 7 | | Darien High School Blue Wave | 3-4-6 | vs | 1-2-5 | Brunswick School Bruins | |
| 8 | | Fairfield Ludlowe High School Falcons | 2-4-6 | vs | 1-3-5 | Greenwich High School Cardinals | |
| 9 | | Greens Farms Academy Dragons | 1-2-6 | vs | 3-4-5 | Greenwich Academy Gators | |
| 10 | | Fairfield Ludlowe High School Falcons | 1-2-5 | vs | 3-4-6 | Darien High School Blue Wave | |
| 11 | | Greenwich Academy Gators | 2-3-4 | vs | 1-5-6 | Brunswick School Bruins | |
| 12 | | Greenwich High School Cardinals | 1-2-3 | vs | 4-5-6 | Greens Farms Academy Dragons | |
| 13 | | Greenwich Academy Gators | 1-2-3 | vs | 4-5-6 | Fairfield Ludlowe High School Falcons | |
| 14 | | Greenwich High School Cardinals | 1-2-4 | vs | 3-5-6 | Darien High School Blue Wave | |
| 15 | | Greens Farms Academy Dragons | 4-5-6 | vs | 1-2-3 | Brunswick School Bruins | |
