2008–09 UEFA Cup knockout stage
The knockout stage of the 2008–09 UEFA Cup began on 18 February 2009, and concluded with the final at the Şükrü Saracoğlu Stadium in Istanbul on 20 May 2009. The final phase involved the 24 teams that finished in the top three in each group in the group stage and the eight teams that finished in third place in the UEFA Champions League group stage.
Each tie in the final phase, apart from the final, was played over two legs, with each team playing one leg at home. The team that had the higher aggregate score over the two legs progressed to the next round. In the event that aggregate scores finished level, the team that scored more goals away from home over the two legs progressed. If away goals are also equal, 30 minutes of extra time were played. If goals were scored during extra time and the aggregate score was still level, the visiting team qualified by virtue of more away goals scored. If no goals were scored during extra time, there would be a penalty shootout after extra time.
In the draw for the Round of 32, matches were played between the winner of one group and the third-placed team of a different group, and between the runners-up of one group and the third-placed team from a Champions League group. The only restriction on the drawing of teams in the Round of 32 was that the teams must not be from the same national association or have played in the same group in the group stages. From the Round of 16 onwards, these restrictions did not apply.
In the final, the tie was played over just one leg at a neutral venue. If scores were level at the end of normal time in the final, extra time was played, followed by penalties if scores had remained tied.
Bracket[]
| Round of 32 | Round of 16 | Quarter-finals | Semi-finals | Final | |||||||||||||||||||||||
 Paris Saint-Germain
| 2 | 3 | 5 | ||||||||||||||||||||||||
 Wolfsburg
| 0 | 1 | 1 | Paris Saint-Germain
| 0 | 1 | 1 | ||||||||||||||||||||
 Braga
| 3 | 1 | 4 | Braga
| 0 | 0 | 0 | ||||||||||||||||||||
 Standard Liège
| 0 | 1 | 1 | Paris Saint-Germain
| 0 | 0 | 0 | ||||||||||||||||||||
 Dynamo Kyiv (a)
| 1 | 2 | 3 | Dynamo Kyiv
| 0 | 3 | 3 | ||||||||||||||||||||
 Valencia
| 1 | 2 | 3 | Dynamo Kyiv (a)
| 1 | 2 | 3 | ||||||||||||||||||||
 Sampdoria
| 0 | 0 | 0 | Metalist Kharkiv
| 0 | 3 | 3 | ||||||||||||||||||||
| Metalist Kharkiv
| 1 | 2 | 3 | Dynamo Kyiv
| 1 | 1 | 2 | ||||||||||||||||||||
 Aston Villa
| 1 | 0 | 1 | Shakhtar Donetsk
| 1 | 2 | 3 | ||||||||||||||||||||
 CSKA Moscow
| 1 | 2 | 3 | CSKA Moscow
| 1 | 0 | 1 | ||||||||||||||||||||
| Shakhtar Donetsk
| 2 | 1 | 3 | Shakhtar Donetsk
| 0 | 2 | 2 | ||||||||||||||||||||
| Tottenham Hotspur
| 0 | 1 | 1 | Shakhtar Donetsk
| 2 | 2 | 4 | ||||||||||||||||||||
| Marseille (p)
| 0 | 1 | 1(7) | Marseille
| 0 | 1 | 1 | ||||||||||||||||||||
 Twente
| 1 | 0 | 1(6) | Marseille
| 2 | 2 | 4 | ||||||||||||||||||||
| Fiorentina
| 0 | 1 | 1 | Ajax
| 2 | 1 | 3 | ||||||||||||||||||||
| Ajax
| 1 | 1 | 2 | Shakhtar Donetsk
| 2 | ||||||||||||||||||||||
| Werder Bremen (a)
| 1 | 2 | 3 | Werder Bremen
| 1 | ||||||||||||||||||||||
| Milan
| 1 | 2 | 3 | Werder Bremen
| 1 | 2 | 3 | ||||||||||||||||||||
 Olympiacos
| 1 | 1 | 2 | Saint-Étienne
| 0 | 2 | 2 | ||||||||||||||||||||
| Saint-Étienne
| 2 | 3 | 5 | Werder Bremen
| 3 | 3 | 6 | ||||||||||||||||||||
 Lech Poznań
| 2 | 1 | 3 | Udinese
| 1 | 3 | 4 | ||||||||||||||||||||
| Udinese
| 2 | 2 | 4 | Udinese
| 2 | 0 | 2 | ||||||||||||||||||||
| Zenit
| 2 | 2 | 4 | Zenit
| 0 | 1 | 1 | ||||||||||||||||||||
| Stuttgart
| 1 | 1 | 2 | Werder Bremen (a)
| 0 | 3 | 3 | ||||||||||||||||||||
| NEC
| 0 | 0 | 0 | Hamburg
| 1 | 2 | 3 | ||||||||||||||||||||
| Hamburg
| 3 | 1 | 4 | Hamburg
| 1 | 3 | 4 | ||||||||||||||||||||
| Bordeaux
| 0 | 3 | 3 |  Galatasaray
| 1 | 2 | 3 | ||||||||||||||||||||
| Galatasaray
| 0 | 4 | 4 | Hamburg
| 3 | 1 | 4 | ||||||||||||||||||||
 Copenhagen
| 2 | 1 | 3 | Manchester City
| 1 | 2 | 3 | ||||||||||||||||||||
| Manchester City
| 2 | 2 | 4 | Manchester City (p)
| 2 | 0 | 2(4) | ||||||||||||||||||||
| Aalborg BK
| 3 | 3 | 6 | Aalborg BK
| 0 | 2 | 2(3) | ||||||||||||||||||||
| Deportivo
| 0 | 1 | 1 | ||||||||||||||||||||||||
Round of 32[]
The draw for the Round of 32 took place on 19 December 2008, the day after the final round of UEFA Cup group stage matches. The draw was conducted by UEFA Secretary David Taylor and 2009 UEFA Cup Final ambassador Can Bartu, and featured the top three teams from each group in the group stage and the eight third-place finishers from the UEFA Champions League group stage. The draw saw each UEFA Cup group winner paired with the third-placed team from another UEFA Cup group and each UEFA Cup group runner-up paired with a third-placed team from the UEFA Champions League, with the only restriction on the draw being that teams from the same national association could not be drawn together. The UEFA Cup group winners and runners-up each played the second leg of their Round of 32 ties at home.[1]
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| Paris Saint-Germain
|
5–1 | Wolfsburg
|
2–0 | 3–1 |
| Copenhagen
|
3–4 | Manchester City
|
2–2 | 1–2 |
| NEC
|
0–4 | Hamburg
|
0–3 | 0–1 |
| Sampdoria
|
0–3 | Metalist Kharkiv
|
0–1 | 0–2 |
| Braga
|
4–1 | Standard Liège
|
3–0 | 1–1 |
| Aston Villa
|
1–3 | CSKA Moscow
|
1–1 | 0–2 |
| Lech Poznań
|
3–4 | Udinese
|
2–2 | 1–2 |
| Olympiacos
|
2–5 | Saint-Étienne
|
1–3 | 1–2 |
| Fiorentina
|
1–2 | Ajax
|
0–1 | 1–1 |
| Aalborg BK
|
6–1 | Deportivo La Coruña
|
3–0 | 3–1 |
| Werder Bremen
|
(a) 3–3 | Milan
|
1–1 | 2–2 |
| Bordeaux
|
3–4 | Galatasaray
|
0–0 | 3–4 |
| Dynamo Kyiv
|
(a) 3–3 | Valencia
|
1–1 | 2–2 |
| Zenit Saint Petersburg
|
4–2 | Stuttgart
|
2–1 | 2–1 |
| Marseille
|
1–1 (7–6 p) | Twente
|
0–1 | 1–0 (aet) |
| Shakhtar Donetsk
|
3–1 | Tottenham Hotspur
|
2–0 | 1–1 |
First leg[]
| Dynamo Kyiv | 1–1 | Valencia |
|---|---|---|
Milevskyi  63' |
Report | Silva 8' |
| Zenit Saint Petersburg | 2–1 | Stuttgart |
|---|---|---|
| Huszti 2' Tymoshchuk 45+3' |
Report | Gómez 15' |
| Olympiacos | 1–3 | Saint-Étienne |
|---|---|---|
| Đorđević 64' (pen.) |
Report | Ilan 12' Dernis 43'Gomis 90+1' |
| Aston Villa | 1–1 | CSKA Moscow |
|---|---|---|
| Carew 69' |
Report | Vágner Love 14' |
| Werder Bremen | 1–1 | Milan |
|---|---|---|
| Diego 84' |
Report | Inzaghi 36' |
| Sampdoria | 0–1 | Metalist Kharkiv |
|---|---|---|
| Report | Oliynyk 45+3' |
| NEC | 0–3 | Hamburg |
|---|---|---|
| Report | Trochowski 41' Silva 45'Olić 75' |
| Paris Saint-Germain | 2–0 | Wolfsburg |
|---|---|---|
| Hoarau 80', 83' |
Report |
| Bordeaux | 0–0 | Galatasaray |
|---|---|---|
| Report |
| Aalborg BK | 3–0 | Deportivo La Coruña |
|---|---|---|
| Due 53', 71' Jakobsen 90' (pen.) |
Report |
| Braga | 3–0 | Standard Liège |
|---|---|---|
| Rentería 17' Leone 27'Aguiar 84' |
Report |
| Lech Poznań | 2–2 | Udinese |
|---|---|---|
| Rengifo 81' Arboleda 84' |
Report | Quagliarella 50' Arboleda 55' (o.g.) |
| Shakhtar Donetsk | 2–0 | Tottenham Hotspur |
|---|---|---|
| Seleznyov 79' Jádson 88' |
Report |
| Copenhagen | 2–2 | Manchester City |
|---|---|---|
| Almeida 56' Vingaard 90+1' |
Report | Onuoha 29' Ireland 61' |
| Marseille | 0–1 | Twente |
|---|---|---|
| Report | Arnautović 22' |
| Fiorentina | 0–1 | Ajax |
|---|---|---|
| Report | Bakircioglu 60' |
Second leg[]
| CSKA Moscow | 2–0 | Aston Villa |
|---|---|---|
| Zhirkov 61' Vágner Love 90+3' |
Report |
CSKA Moscow won 3–1 on aggregate.
| Metalist Kharkiv | 2–0 | Sampdoria |
|---|---|---|
| Valyayev 30' Jajá 40' |
Report |
Metalist Kharkiv won 3–0 on aggregate.
| Hamburg | 1–0 | NEC |
|---|---|---|
| Olić 9' |
Report |
Hamburg won 4–0 on aggregate.
| Twente | 0 – 1 (a.e.t.) | Marseille |
|---|---|---|
| Report | Ben Arfa 24' |
|
| Penalties | ||
N'Kufo  Perez  Janssen Hersi Arnautović Braafheid Douglas Rajković |
6–7 | Taiwo Niang Ben Arfa Koné Ziani Cheyrou Bonnart M'bami |
Marseille 1–1 Twente on aggregate. Marseille won 7–6 on penalties.
Paris Saint-Germain won 5–1 on aggregate.
| Galatasaray | 4–3 | Bordeaux |
|---|---|---|
| Turan 42', 65' Kewell 45'Sarıoğlu 90' |
Report | Bellion 1' Chamakh 73'Cavenaghi 75' |
Galatasaray won 4–3 on aggregate.
| Stuttgart | 1–2 | Zenit Saint Petersburg |
|---|---|---|
| Gebhart 80' |
Report | Semshov 42' Fayzulin 86' |
Zenit St. Petersburg won 4–2 on aggregate.
| Milan | 2–2 | Werder Bremen |
|---|---|---|
| Pirlo 27' (pen.) Pato 33' |
Report | Pizarro 68', 78' |
Werder Bremen 3–3 Milan on aggregate. Werder Bremen won on away goals.
| Standard Liège | 1–1 | Braga |
|---|---|---|
| Mbokani 79' |
Report | Aguiar 88' |
Braga won 4–1 on aggregate.
| Udinese | 2–1 | Lech Poznań |
|---|---|---|
| Pepe 57' Di Natale 90+1' |
Report | Rengifo 13' |
Udinese won 4–3 on aggregate.
Manchester City won 4–3 on aggregate.
| Ajax | 1–1 | Fiorentina |
|---|---|---|
| Leonardo 88' |
Report | Gilardino 61' |
Ajax won 2–1 on aggregate.
| Saint-Étienne | 2–1 | Olympiacos |
|---|---|---|
| Payet 45' Ilan 58' |
Report | Óscar 75' |
Saint-Étienne won 5–2 on aggregate.
| Deportivo La Coruña | 1–3 | Aalborg BK |
|---|---|---|
| Sergio 38' |
Report | Shelton 41' Johansson 45'Enevoldsen 45+1' |
Aalborg BK won 6–1 on aggregate.
| Tottenham Hotspur | 1–1 | Shakhtar Donetsk |
|---|---|---|
| Dos Santos 55' |
Report | Fernandinho 86' |
Shakhtar Donetsk won 3–1 on aggregate.
| Valencia | 2–2 | Dynamo Kyiv |
|---|---|---|
| Marchena 45' Del Horno 54' |
Report | Kravets 34', 73' |
Dynamo Kyiv 3–3 Valencia on aggregate. Dynamo Kyiv won on away goals.
Round of 16[]
The draw for the Round of 16 took place on 19 December 2008, immediately after the draw for the Round of 32. Each tie in the Round of 32 were numbered and teams were drawn for the Round of 16 as "Winners of match 1", "Winners of match 2", etc. The teams drawn first in each Round of 16 tie will play the first leg at home.[1]
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| Werder Bremen
|
3–2 | Saint-Étienne
|
1–0 | 2–2 |
| CSKA Moscow
|
1–2 | Shakhtar Donetsk
|
1–0 | 0–2 |
| Udinese
|
2–1 | Zenit Saint Petersburg
|
2–0 | 0–1 |
| Paris Saint-Germain
|
1–0 | Braga
|
0–0 | 1–0 |
| Dynamo Kyiv
|
(a) 3–3 | Metalist Kharkiv
|
1–0 | 2–3 |
| Manchester City
|
2–2 (4–3 p) | Aalborg BK
|
2–0 | 0–2 (aet) |
| Marseille
|
4–3 | Ajax
|
2–1 | 2–2 (aet) |
| Hamburg
|
4–3 | Galatasaray
|
1–1 | 3–2 |
First leg[]
| Dynamo Kyiv | 1–0 | Metalist Kharkiv |
|---|---|---|
| Vukojević 54' |
Report |
| CSKA Moscow | 1–0 | Shakhtar Donetsk |
|---|---|---|
| Vágner Love 50' (pen.) |
Report |
| Hamburg | 1–1 | Galatasaray |
|---|---|---|
| Jansen 50' |
Report | Akman 33' |
| Paris Saint-Germain | 0–0 | Braga |
|---|---|---|
| Report |
| Werder Bremen | 1–0 | Saint-Étienne |
|---|---|---|
| Naldo 20' |
Report |
| Manchester City | 2–0 | Aalborg BK |
|---|---|---|
| Caicedo 8' Wright-Phillips 30' |
Report |
| Udinese | 2–0 | Zenit Saint Petersburg |
|---|---|---|
| Quagliarella 85' Di Natale 88' (pen.) |
Report |
Second leg[]
| Saint-Étienne | 2–2 | Werder Bremen |
|---|---|---|
| Benalouane 64' Grax 90+2' |
Report | Prödl 6' Pizarro 27' |
Werder Bremen won 3–2 on aggregate.
| Ajax | 2 – 2 (a.e.t.) | Marseille |
|---|---|---|
| Enoh 33' Sulejmani 74' |
Report | Niang 35' Mears 110' |
Marseille won 4–3 on aggregate.
| Metalist Kharkiv | 3–2 | Dynamo Kyiv |
|---|---|---|
| Slyusar 29' Jajá 56'Acevedo 70' |
Report | Sablić 68' Berezovchuk 79' (o.g.) |
Metalist Kharkiv 3–3 Dynamo Kyiv. Dynamo Kyiv won on away goals.
| Shakhtar Donetsk | 2–0 | CSKA Moscow |
|---|---|---|
| Fernandinho 54' (pen.) Luiz Adriano 70' |
Report |
Shakhtar Donetsk won 2–1 on aggregate.
| Zenit Saint Petersburg | 1–0 | Udinese |
|---|---|---|
| Tymoshchuk 34' |
Report |
Udinese won 2–1 on aggregate.
Hamburg won 4–3 on aggregate.
| Aalborg BK | 2 – 0 (a.e.t.) | Manchester City |
|---|---|---|
| Shelton 85' Jakobsen 90+1' (pen.) |
Report | |
| Penalties | ||
| Jakobsen Johansson Augustinussen Nomvethe Shelton |
3–4 | Evans Elano Wright-Phillips Dunne |
Manchester City 2–2 Aalborg BK on aggregate. Manchester City won 4–3 on penalties.
| Braga | 0–1 | Paris Saint-Germain |
|---|---|---|
| Report | Hoarau 81' |
Paris Saint-Germain won 1–0 on aggregate.
Quarter-finals[]
The draw for the quarter-finals took place at UEFA headquarters in Nyon, Switzerland, on 20 March 2009.
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| Hamburg
|
4–3 | Manchester City
|
3–1 | 1–2 |
| Paris Saint-Germain
|
0–3 | Dynamo Kyiv
|
0–0 | 0–3 |
| Shakhtar Donetsk
|
4–1 | Marseille
|
2–0 | 2–1 |
| Werder Bremen
|
6–4 | Udinese
|
3–1 | 3–3 |
First leg[]
| Shakhtar Donetsk | 2–0 | Marseille |
|---|---|---|
| Hübschman 39' Jádson 65' |
Report |
| Hamburg | 3–1 | Manchester City |
|---|---|---|
| Mathijsen 9' Trochowski 63' (pen.)Guerrero 79' |
Report | Ireland 1' |
| Paris Saint-Germain | 0–0 | Dynamo Kyiv |
|---|---|---|
| Report |
| Werder Bremen | 3–1 | Udinese |
|---|---|---|
| Diego 34', 67' Almeida 69' |
Report | Quagliarella 87' |
Second leg[]
| Manchester City | 2–1 | Hamburg |
|---|---|---|
| Elano 17' (pen.) Caicedo 50' |
Report | Guerrero 12' |
Hamburg won 4–3 on aggregate.
| Dynamo Kyiv | 3–0 | Paris Saint-Germain |
|---|---|---|
| Bangoura 4' Landreau 16' (o.g.)Vukojević 61' |
Report |
Dynamo Kyiv won 3–0 on aggregate.
| Marseille | 1–2 | Shakhtar Donetsk |
|---|---|---|
| Ben Arfa 43' |
Report | Fernandinho 30' Luiz Adriano 90+3' |
Shaktar Donetsk won 4–1 on aggregate.
Werder Bremen won 6–4 on aggregate.
Semi-finals[]
The draw for the semi-finals took place immediately after the draw for the quarter-finals. The first legs will be played on 30 April and the second legs on 7 May.
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| Werder Bremen
|
(a) 3–3 | Hamburg
|
0–1 | 3–2 |
| Dynamo Kyiv
|
2–3 | Shakhtar Donetsk
|
1–1 | 1–2 |
First leg[]
| Dynamo Kyiv | 1–1 | Shakhtar Donetsk |
|---|---|---|
| Chyhrynskyi 22' (o.g.) |
Report | Fernandinho 68' |
| Werder Bremen | 0–1 | Hamburg |
|---|---|---|
| Report | Trochowski 28' |
Second leg[]
| Shakhtar Donetsk | 2–1 | Dynamo Kyiv |
|---|---|---|
| Jádson 17' Ilsinho 89' |
Report | Bangoura 47' |
Shakhtar Donetsk won 3–2 on aggregate.
| Hamburg | 2–3 | Werder Bremen |
|---|---|---|
| Olić 13', 87' |
Report | Diego 29' Pizarro 66'Baumann 83' |
Werder Bremen 3–3 Hamburg on aggregate. Werder Bremen won on away goals.
Final[]
| Shakhtar Donetsk | 2–1 (a.e.t.) | Werder Bremen |
|---|---|---|
| Luiz Adriano 25' Jádson 97' |
Report | Naldo 35' |
References[]
- ^ a b "Draws for UEFA Champions League and UEFA Cup" (PDF). UEFA Media Services. Union of European Football Associations. 3 December 2008. Retrieved 5 December 2008.
- 2008–09 UEFA Cup
- UEFA Cup knockout phases