- 5/20/2008 +
May 20, 2008 F 2008 Chicago Fire 0 - 0 Wisła Kraków Toyota Park Mark Kadlecik 14040 1
May 20, 2008 TRI1 2008 7 Tobago United 0 - 2 United Petrotrin 1
May 20, 2008 TRI1 2008 7 Caledonia AIA 5 - 1 Ma Pau 1
May 20, 2008 TRI1 2008 7 Defence Force 0 - 2 San Juan Jabloteh 1
May 20, 2008 TRI1 2008 7 Joe Public F.C. 0 - 3 St Ann's Rangers 1
May 20, 2008 TRI1 2008 7 North East Stars 2 - 0 W Connection 1
May 20, 2008 PDL 2008 Brooklyn Knights 0 - 1 Long Island Rough Riders St. Anthony's High School 1
May 20, 2008 PDL 2008 Chicago Fire Reserves 0 - 1 Fort Wayne Fever Toyota Park 1