| June 15 | June 22 | June 29-30 | July 6-7, 21 | Sep 1 | Oct 5 |
 New York Red Bulls 0 |
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 Long Island Rough Riders 2 |
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| Match Report | Long Island Rough Riders 0 |
(After Extra Time) |  Harrisburg City Islanders 0 |
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 NY Pancyprian Freedoms 0 |
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| H-burg City Islanders 1 |
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 Harrisburg City Islanders 4 |
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| (After Extra Time) Match Report | Harrisburg City Islanders 1 |
July 21 |  DC United 1 |
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 Brooklyn Italians SC 2 |
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| DC United 2 |
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 Reading United AC 1 |
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| (After Extra Time) Match Report |  Real Maryland Monarchs 1 |
DC United 2 |
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| Real Maryland Monarchs 2 |
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| Match Report |  Richmond Kickers 0 |
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| Richmond Kickers 1 |
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| (After Extra Time) Match Report | Richmond Kickers 3 |
(After Extra Time) |  Columbus Crew 1 |
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 Crystal Palace Baltimore 0 |
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 Chicago Fire 0 (0) |
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 Charleston Battery 4 |
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| Match Report | Charleston Battery 2 |
(Penalties) | Charleston Battery 0 |
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 CASL Elite 2 |
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| Match Report | Charleston Battery 0 (3) |
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 Carolina RailHawks 1 |
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| Match Report | Carolina RailHawks 1 |
Columbus Crew 2 |
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 Charlotte Eagles 0 |
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| Columbus Crew 2 |
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 Rochester Rhinos 2 |
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| Match Report | Rochester Rhinos 3 |
Columbus Crew 3 |
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 Dayton Dutch Lions 0 |
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 Rochester Rhinos 1 |
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 Pittsburgh Riverhounds 2 |
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| Match Report | Pittsburgh Riverhounds 0 |
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 Detroit United SC 0 |
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 Chivas USA 1 |
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 Austin Aztex 3 |
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| Match Report | Austin Aztex 3 |
Chivas USA 3 |
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 DFW Tornados 0 |
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| Match Report |  Austin Aztex 0 |
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 Ventura County Fusion 1 (2) |
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| (Penalties) Match Report |  Arizona Sahuaros 1 |
Chivas USA 1 |
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| Arizona Sahuaros 1 (4) |
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 Houston Dynamo 1 |
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 Miami FC 5 |
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| (After Extra Time) Match Report | Miami FC 2 |
Houston Dynamo 1 |
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 Central Florida Kraze 1 |
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| (After Extra Time) Match Report |  Miami FC 0 |
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 Legends FC 0 |
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| Match Report |  Tampa Bay Rowdies 1 |
 Seattle Sounders 2 |
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| Tampa Bay Rowdies 3 |
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 LA Galaxy 2 |
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 NSC Minnesota Stars 4 |
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| Match Report | NSC Minnesota Stars 0 |
LA Galaxy 0 |
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 Kansas City Athletics 2 |
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 AC St. Louis 0 |
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 Des Moines Menace 0 |
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| Match Report |  AC St. Louis 1 |
July 7 | Seattle Sounders 3 |
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| AC St. Louis 1 |
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| Seattle Sounders 1 (4) |
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 Portland Timbers 3 |
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| Match Report | Portland Timbers 4 |
(Penalties) | Seattle Sounders 2 |
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 Sonoma County Sol 0 |
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| Match Report |  Portland Timbers 1 (3) |
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 Kitsap Pumas 4 |
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| (After Extra Time) Match Report | Kitsap Pumas 1 |
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 Bay Area Ambassadors 2 |
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