US Open Cup
TBA
Western Mass Pioneers
Portland Phoenix
 USL League Two
TBA
Portland Phoenix
Western Mass Pioneers
 
Boston Bolts
Portland Phoenix
TBA
Portland Phoenix
Boston Bolts
 
Western Mass Pioneers
Portland Phoenix
 
AC Connecticut
Portland Phoenix
 
Boston Bolts
Portland Phoenix
TBA
Portland Phoenix
Black Rock
 
Seacoast United Phantoms
Portland Phoenix
TBA
Portland Phoenix
AC Connecticut
 
Portland Phoenix
AC Connecticut
 
Portland Phoenix
Seacoast United Phantoms
 
Portland Phoenix
Western Mass Pioneers
 
Seacoast United Phantoms
Portland Phoenix
TBA
Black Rock
Portland Phoenix