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The last four stages of the 2009 Copa Santander Libertadores are the knockout stages: the Round of 16, the Quarterfinals, the Semifinals, and the Finals.
The remaining stages of the tournament constitute a single-elimination tournament. In each stage, the teams will play an opponent in a two-legged tie on a home-away basis. Each team will earn three points for a win, one point for a draw, and zero points for a loss. The team with the most points at the end of each tie will advance.
The following criteria will be used for breaking ties on points:
The 16 qualified teams in the knockout round will be seeded according to their results in the group stage. The top teams from each group are seeded 1-8, with the team with the most points as seed 1 and the team with the least as seed 8. The second-best teams from each group are seeded 9-16, with the team with the most points as seed 9 and the team with the least as seed 16. Teams with a higher seed will play the second leg of each tie at home.
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| Round of 16 | Quarterfinals | Semifinals | Finals | ||||||||||||||||||||
| 1 |  Grêmio | 3 | 2 | ||||||||||||||||||||
| 16 |  U. San Martín | 1 | 0 | ||||||||||||||||||||
| 1 | Grêmio (a) | 1 | 0 | ||||||||||||||||||||
| 8 |  Caracas | 1 | 0 | ||||||||||||||||||||
| 8 | Caracas | 1 | 4 | ||||||||||||||||||||
| 9 |  Cuenca | 2 | 0 | ||||||||||||||||||||
| 1 | Grêmio | 1 | 2 | ||||||||||||||||||||
| 5 | Cruzeiro | 3 | 2 | ||||||||||||||||||||
| 4 | São Paulo | – | – | ||||||||||||||||||||
| 13 |  Guadalajara | – | – | ||||||||||||||||||||
| 4 | São Paulo | 1 | 0 | ||||||||||||||||||||
| 5 | Cruzeiro | 2 | 2 | ||||||||||||||||||||
| 5 | Cruzeiro | 2 | 1 | ||||||||||||||||||||
| 12 |  U. de Chile | 1 | 0 | ||||||||||||||||||||
| 5 | Cruzeiro | 0 | 1 | ||||||||||||||||||||
| 10 |  Estudiantes | 0 | 2 | ||||||||||||||||||||
| 3 |  Nacional | – | – | ||||||||||||||||||||
| 14 | San Luis | – | – | ||||||||||||||||||||
| 3 | Nacional (a) | 1 | 0 | ||||||||||||||||||||
| 11 | Palmeiras | 1 | 0 | ||||||||||||||||||||
| 6 | Sport Recife | 0 | 1 (1) | ||||||||||||||||||||
| 11 | Palmeiras (p) | 1 | 0 (3) | ||||||||||||||||||||
| 3 | Nacional | 0 | 1 | ||||||||||||||||||||
| 10 | Estudiantes | 1 | 2 | ||||||||||||||||||||
| 7 |  Libertad | 0 | 0 | ||||||||||||||||||||
| 10 | Estudiantes | 3 | 0 | ||||||||||||||||||||
| 10 | Estudiantes | 1 | 1 | ||||||||||||||||||||
| 15 | Defensor Sporting | 0 | 0 | ||||||||||||||||||||
| 2 | Boca Juniors | 2 | 0 | ||||||||||||||||||||
| 15 | Defensor S. | 2 | 1 | ||||||||||||||||||||
The Round of 16 began on May 5. Team #1, as the higher seeded team, played the second leg at home.
| Teams | Scores | Tie-breakers | |||||
|---|---|---|---|---|---|---|---|
| Team #1 | Points | Team #2 | 1st leg | 2nd leg | GD | AG | Pen. |
| Grêmio | 6:0 | Universidad San Martín | 3–1 | 2–0 | — | — | — |
| Boca Juniors | 1:4 | Defensor Sporting | 2–2 | 0–1 | — | — | — |
| Nacional | w/o [A] | San Luis | — | — | — | — | — |
| São Paulo | w/o [A] | Guadalajara | — | — | — | — | — |
| Cruzeiro | 6:0 | Universidad de Chile | 2–1 | 1–0 | — | — | — |
| Sport Recife | 3:3 | Palmeiras | 0–1 | 1–0 | 0:0 | 0:0 | 1:3 |
| Libertad | 1:4 | Estudiantes | 0–3 | 0–0 | — | — | — |
| Caracas | 3:3 | Deportivo Cuenca | 1–2 | 4–0 | +3:−3 | — | — |
| Palmeiras | 1–0 | Sport Recife |
|---|---|---|
Ortigoza  74' | Report |
| Universidad San Martín | 1–3 | Grêmio |
|---|---|---|
| Arzuaga 34' | Report | Souza 9' López 46', 61' |
| Estudiantes | 3–0 | Libertad |
|---|---|---|
| G. Fernández 1' Boselli 64' (pen.), 70' | Report |
| Universidad de Chile | 1–2 | Cruzeiro |
|---|---|---|
| Villalobos 85' | Report | Soares 8' Marquinhos Paraná 52' |
| Defensor Sporting | 2–2 | Boca Juniors |
|---|---|---|
| Gaglianone 45' Mora 84' | Report | Palermo 3' Palacio 56' |
| Sport Recife | 1–0 | Palmeiras |
|---|---|---|
| Wilson 83' | Report | |
| Penalties | ||
Luciano Henrique  Igor  Fumagalli Dutra | 1–3 | Mozart Marcão Danilo Armero |
Sport Recife 3–3 Palmeiras on points, Sport Recife & Palmeiras tied on goal difference and goals scored. Palmeiras won 3–1 on penalties.
| Caracas | 4–0 | Deportivo Cuenca |
|---|---|---|
| Figueroa 24' (pen.) Prieto 42'Rentería 52'Rey 73' | Report |
Caracas 3–3 Deportivo Cuenca on points. Caracas won +3 on goal difference.
| Grêmio | 2–0 | Universidad San Martín |
|---|---|---|
| Jonas 17' Herrera 74' | Report |
Grêmio won 6–0 on points.
| Cruzeiro | 1–0 | Universidad de Chile |
|---|---|---|
| Kléber 74' | Report |
Cruzeiro won 6–0 on points.
Estudiantes won 4–1 on points.
| Boca Juniors | 0–1 | Defensor Sporting |
|---|---|---|
| Report | De Souza 27' |
Defensor Sporting won 4–1 on points.
Team #1, as the higher seed, will play the second leg at home.
| Teams | Scores | Tie-breakers | |||||
|---|---|---|---|---|---|---|---|
| Team #1 | Points | Team #2 | 1st leg | 2nd leg | GD | AG | Pen. |
| Grêmio | 2:2 | Caracas | 1–1 | 0–0 | 0:0 | 1:0 | — |
| Estudiantes | 6:0 | Defensor Sporting | 1–0 | 1–0 | — | — | — |
| Nacional | 2:2 | Palmeiras | 1–1 | 0–0 | 0:0 | 1:0 | — |
| São Paulo | 0:6 | Cruzeiro | 1–2 | 0–2 | — | — | — |
| Cruzeiro | 2–1 | São Paulo |
|---|---|---|
| Leonardo Silva 45' Zé Carlos 65' | Report | Washington 57' |
| Caracas | 1–1 | Grêmio |
|---|---|---|
| Cichero 2' | Report | Fábio Santos 75' |
| Defensor Sporting | 0–1 | Estudiantes |
|---|---|---|
| Report | Desábato 13' |
| Palmeiras | 1–1 | Nacional |
|---|---|---|
| Diego Souza 55' | Report | García 80' |
Nacional 2–2 Palmeiras on points. Nacional and Palmeiras tied on goal difference and goals scored. Nacional advances on away goals.
Grêmio 2−2 Caracas on points. Grêmio and Caracas tied on goal difference and goals scored. Grêmio advances on away goals.
| Estudiantes | 1–0 | Defensor Sporting |
|---|---|---|
| Benítez 13' | Report |
Estudiantes advances 6–0 on points.
| São Paulo | 0–2 | Cruzeiro |
|---|---|---|
| Report | Henrique 65' Kléber 81' (pen.) |
Cruzeiro advances 6–0 on points.
| Teams | Scores | Tie-breakers | |||||
|---|---|---|---|---|---|---|---|
| Team #1 | Points | Team #2 | 1st leg | 2nd leg | GD | AG | Pen. |
| Grêmio | 1:4 | Cruzeiro | 1–3 | 2–2 | — | — | — |
| Nacional | 0:6 | Estudiantes | 0–1 | 1–2 | — | — | — |
| Cruzeiro | 3–1 | Grêmio |
|---|---|---|
| Wellington Paulista 38' Wágner 47'Fabinho 67' | Report | Souza 78' |
| Estudiantes | 1–0 | Nacional |
|---|---|---|
| Galván 14' | Report |
| Nacional | 1–2 | Estudiantes |
|---|---|---|
| Medina 75' | Report | Boselli 52', 90+1' |
Estudiantes advances 6–0 on points.
Cruzeiro advances 4–1 on points.
The Finals was played on July 8 and 15.
| Team #1 | Points earned | Team #2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| Cruzeiro | 1–4 | Estudiantes | 0–0 | 1–2 |
| Estudiantes | 0–0 | Cruzeiro |
|---|---|---|
| Report |
l.
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