USL W League
 
Long Island Rough Riders
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Westchester Flames
Long Island Rough Riders
 
Paisley Athletic
Long Island Rough Riders
 
Morris Elite SC
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Long Island Rough Riders
Paisley Athletic
 
Final
Long Island Rough Riders
Morris Elite SC
2
0
 
Final
Long Island Rough Riders
AC Connecticut
11
0
 
Final
Long Island Rough Riders
Cedar Stars
SportsEngine Play
3
1
 
Final
Long Island Rough Riders
Eagle FC
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2
1
 
Final
NC Courage II
Long Island Rough Riders
SportsEngine Play
3
0