| PDL |
July 19, 2014 |
Westchester Flames |
1 - 7 |
Western Mass Pioneers |
Lusitano Stadium |
| PDL |
June 1, 2014 |
GPS Portland Phoenix |
0 - 1 |
Real Boston Rams |
Memorial Field - Deering High School |
| PDL |
May 25, 2014 |
Real Boston Rams |
1 - 2 |
Westchester Flames |
Veterans Memorial Stadium |
| PDL |
May 18, 2014 |
Connecticut FC Azul |
2 - 1 |
Seacoast United Phantoms |
Portsmouth High School |