Friday, April 26, 2019 |
| GPS HAMMER BU15 | 3 | | ISS-INTERNATIONAL SOCCER SERVI | 0 |
Saturday, April 27, 2019 |
| FCUSA MASSACHUSETTS 2004 MA EL | 2 | | BOSTON BOLTS 2004 CENTRAL ELIT | 0 |
| AMERICA FC UNITED AFC 04B | 0 | | ABBEY VILLA S.C. REGIONAL NORT | 4 |
Saturday, May 18, 2019 |
| ABBEY VILLA S.C. REGIONAL NORT | 1 | | GPS MA WEST ELITE RED 2004 BOY | 3 |
| FCUSA UNITED BOYS 04 ELITE | 2 | | BOSTON BOLTS 2004 ELITE | 1 |
| GPS MA ELITE BLUE 04 BOYS | 4 | | BOSTON BOLTS 2004 EAST ELITE | 2 |
| ABBEY VILLA S.C. REGIONAL METR | 0 | | VALEO FUTBOL VALEO FC 04 DORTM | 5 |
| GPS HAMMER BU15 | 5 | | LIVERPOOL IA MA ELITE SOUTHEAS | 3 |
| GPS FORTIS FC UNITED 2004 BOYS | 3 | | SEACOAST UNITED MASS CITY 04 B | 1 |
| FCUSA MASSACHUSETTS 2004 MA EL | 3 | | GPS MA SOUTH SHORE ELITE 2004 | 0 |
| GPS MA ELITE WHITE 04 BOYS | 8 | | ST. MICHAEL YOUTH SOCCER SMYSC | 0 |
Sunday, May 19, 2019 |
| GPS MA WEST ELITE RED 2004 BOY | 8 | | FCUSA UNITED BOYS 04 ELITE | 3 |
| GPS MA ELITE BLUE 04 BOYS | 1 | | VALEO FUTBOL VALEO FC 04 DORTM | 0 |
| GPS HAMMER BU15 | 4 | | GPS FORTIS FC UNITED 2004 BOYS | 5 |
| FCUSA MASSACHUSETTS 2004 MA EL | 2 | | GPS MA ELITE WHITE 04 BOYS | 1 |
Saturday, June 1, 2019 |
| GPS MA WEST ELITE RED 2004 BOY | 2 | | GPS MA ELITE BLUE 04 BOYS | 0 |
| GPS FORTIS FC UNITED 2004 BOYS | 0 | | FCUSA MASSACHUSETTS 2004 MA EL | 1 |
Sunday, June 2, 2019 |
| GPS MA WEST ELITE RED 2004 BOY | 3 | | FCUSA MASSACHUSETTS 2004 MA EL | 1 |
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| Round 1 A | AMERICA FC UNITED AFC 04B | 0 | | ABBEY VILLA S.C. REGIONAL NORTH 2004 BOYS | 4 |  | |  | Round 1 B | GPS HAMMER BU15 | 3 | | ISS-INTERNATIONAL SOCCER SERVICES ISS | 0 | | | | Round 1 C | FCUSA MASSACHUSETTS 2004 MA ELITE BOYS | 2 | | BOSTON BOLTS 2004 CENTRAL ELITE | 0 | | | | | Round of 16 A | ABBEY VILLA S.C. REGIONAL NORTH 2004 BOYS | 1 | | GPS MA WEST ELITE RED 2004 BOYS | 3 | | | | Round of 16 B | FCUSA UNITED BOYS 04 ELITE | 2 | | BOSTON BOLTS 2004 ELITE | 1 | | | | Round of 16 C | GPS MA ELITE BLUE 04 BOYS | 4 | | BOSTON BOLTS 2004 EAST ELITE | 2 | | | | Round of 16 D | ABBEY VILLA S.C. REGIONAL METROWEST 2004 BOYS | 0 | | VALEO FUTBOL VALEO FC 04 DORTMUND | 5 | | | | Round of 16 E | GPS HAMMER BU15 | 5 | | LIVERPOOL IA MA ELITE SOUTHEAST 2004 BOYS | 3 | | | | Round of 16 F | GPS FORTIS FC UNITED 2004 BOYS | 3 | | SEACOAST UNITED MASS CITY 04 BOYS PREMIERSHIP | 1 | | | | Round of 16 G | FCUSA MASSACHUSETTS 2004 MA ELITE BOYS | 3 | | GPS MA SOUTH SHORE ELITE 2004 BOYS | 0 | | | | Round of 16 H | GPS MA ELITE WHITE 04 BOYS | 8 | | ST. MICHAEL YOUTH SOCCER SMYSC COACH JOE | 0 | | | | | Quarter-Finals A | GPS MA WEST ELITE RED 2004 BOYS | 8 | | FCUSA UNITED BOYS 04 ELITE | 3 | | | | Quarter-Finals B | GPS MA ELITE BLUE 04 BOYS | 1 | | VALEO FUTBOL VALEO FC 04 DORTMUND | 0 | | | | Quarter-Finals C | GPS HAMMER BU15 | 4 | | GPS FORTIS FC UNITED 2004 BOYS | 5 | | | | Quarter-Finals D | FCUSA MASSACHUSETTS 2004 MA ELITE BOYS | 2 | | GPS MA ELITE WHITE 04 BOYS | 1 | | | | | Semi-Finals A | GPS MA WEST ELITE RED 2004 BOYS | 2 | | GPS MA ELITE BLUE 04 BOYS | 0 | | | | Semi-Finals B | GPS FORTIS FC UNITED 2004 BOYS | 0 | | FCUSA MASSACHUSETTS 2004 MA ELITE BOYS | 1 | | | | | Final | GPS MA WEST ELITE RED 2004 BOYS | 3 | | FCUSA MASSACHUSETTS 2004 MA ELITE BOYS | 1 | | | |