Urawa Red Diamonds 0 – Gamba Osaka 0 (J-League, May 16, 2009)
FC Dallas 1 – Seattle Sounders 1 (MLS, May 16, 2009) Seattle took the lead in the 18th minute after John Kennedy Hurtado raced onto a loose ball before tapping in a shot from 12 yards away into an empty net. Andre Rocha scored in the third minute of first half stoppage time to draw Dallas level.
New York Red Bulls 1 – Houston Dynamo 1 (MLS, May 16, 2009)Midway through the first half the Bulls’ Jorge Rojas was red carded after elbowing and attempting to kick Houston midfielder Brian Mullen. The Dynamo made their extra man count in the 79th minute, a Corey Ashe cross was headed home by Chris Wondolowski. But the Red Bulls rallied two minutes from time, John Wolyniec scoring the equaliser for the 10-men.
Chivas USA 2 – DC United 2 (MLS, May 16, 2009)