Cienciano 0 – San Lorenzo 2 (Agg. 0-5) (Copa Sudamericana, September 30, 2009) Cienciano, champions in 2003, were undone when unmarked Kily Gonzalez scored the winner in the 39th minute. The Peruvian team also let slip an opportunity at the Estadio Garcilaso de la Vega as Pablo Migliore saved a penalty by Juan Cavallo. Gonzalo Rovira made it 2-0 with six minutes to go.
Vitoria 1 – River Plate 1 (Agg. 2-5) (Copa Sudamericana, September 30, 2009) Fourty-one minutes into the second half, Vitoria took the lead thanks to an Elkeson goal, but Jorge Cordoba levelled the game in added-time.
Emelec 2 – Botafogo 1 (Agg. 2-3) (Copa Sudamericana, September 30, 2009) Andre Lima gave visitors Botafogo an early lead in the fifth minute with a header. However, Emelec defender Carlos Quinonez equalised seven minutes into the second half after a combined play with Franco Mendoza. Jose Luis Quinonez gave Emelec a vain victory as he headed a Juan Pablo Raponi cross at the 57th.
Univ de Chile 1 – Internacional 0 (Agg. 2-1) (Copa Sudamericana, September 30, 2009) The Chileans celebrated victory against their Brazilian opponents thanks to a 37th minute header by Juan Manuel Olivera after a Walter Montillo free-kick.
Nautico 1 – Sao Paulo 2 (Campeonato Brasileiro, September 30, 2009) A pulsating match with five red cards and an 88th minute winner from Hugo.