UNAM 1 - Comunicaciones 0 (CONCACAF Champions League, August 18, 2009) A Luis Fuentes header settled the match for Pumas against Guatemalan side Comunicaciones.

Marathon 3 - DC United 1 (CONCACAF Champions League, August 18, 2009) Walter Martinez gave the Honduran league champions a 1-nil led in the 23rd minute. Luciano Emilio levelled for United in the 48th minute, but late goals by Jerry Palacios in the 82nd minute and Mario Berrios in the 87th minute gave Marathon the victory.

Columbus Crew 2 - Puerto Rico Islanders 0 (CONCACAF Champions League, August 18, 2009) Steven Lenhart scored in the 58th minute from just outside the box, before Robbie Rogers sealed the win in the 79th when he gathered a loose ball and scored with a left-footed strike.