| Year | Sport | Class | Champion | Runner-up | Score | Details |
| 2001 | Football | L | Notre Dame-West Haven | Fitch | 35-15 |  |
| 2000 | Football | L | Fitch | Masuk | 35-13 | |
| 1999 | Football | L | Fitch | Farmington | 50-7 | |
| 1998 | Football | L | Masuk | Fitch | 18-12 | |
| 1979 | Football | LL | Newington | Fitch | 21-14 | |
| 1976 | Football | LL | Fitch | Trumbull | 29-7 |