2009 Copa Sudamericana Round of 16 Round of 16

| Team_1 | Points | Team_2 | _1st_leg | _2nd_leg |
|---|---|---|---|---|
| Cerro Porteño | ( a ) 3–3 | Goiás | 2–0 | 1–3 |
| Vélez Sarsfield | 4–1 | Unión Española | 3–2 | 2–2 |
| River Plate | 4–1 | Vitória | 4–1 | 1–1 |
| Internacional | 1–4 | Universidad de Chile | 1–1 | 0–1 |
| Alianza Atlético | 1–4 | Fluminense | 2–2 | 1–4 |
| San Lorenzo | 6–0 | Cienciano | 3–0 | 2–0 |
| LDU Quito | 4–1 | Lanús | 4–0 | 1–1 |