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.

Main article: 2008–09 UEFA Cup

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'
Attendance: 16,800
Zenit Saint Petersburg 2–1 Stuttgart
Huszti 2'
Tymoshchuk 45+3'		 Report Gómez 15'
Attendance: 17,585
Olympiacos 1–3 Saint-Étienne
Đorđević 64' (pen.) Report Ilan 12'
Dernis 43'
Gomis 90+1'
Attendance: 33,000
Aston Villa 1–1 CSKA Moscow
Carew 69' Report Vágner Love 14'
Attendance: 38,038
Werder Bremen 1–1 Milan
Diego 84' Report Inzaghi 36'
Attendance: 36,151
Referee: Mike Dean (England)
Sampdoria 0–1 Metalist Kharkiv
Report Oliynyk 45+3'
Attendance: 14,774
NEC 0–3 Hamburg
Report Trochowski 41'
Silva 45'
Olić 75'
Attendance: 12,500
Paris Saint-Germain 2–0 Wolfsburg
Hoarau 80', 83' Report
Attendance: 27,447
Bordeaux 0–0 Galatasaray
Report
Attendance: 21,813
Aalborg BK 3–0 Deportivo La Coruña
Due 53', 71'
Jakobsen 90' (pen.)		 Report
Attendance: 7,987
Braga 3–0 Standard Liège
Rentería 17'
Leone 27'
Aguiar 84'		 Report
Attendance: 9,406
Lech Poznań 2–2 Udinese
Rengifo 81'
Arboleda 84'		 Report Quagliarella 50'
Arboleda 55' (o.g.)
Attendance: 17,000
Referee: Anton Genov (Bulgaria)
Shakhtar Donetsk 2–0 Tottenham Hotspur
Seleznyov 79'
Jádson 88'		 Report
Attendance: 25,000
Copenhagen 2–2 Manchester City
Almeida 56'
Vingaard 90+1'		 Report Onuoha 29'
Ireland 61'
Attendance: 30,159
Marseille 0–1 Twente
Report Arnautović 22'
Attendance: 22,616
Fiorentina 0–1 Ajax
Report Bakircioglu 60'
Attendance: 19,018

Second leg
CSKA Moscow 2–0 Aston Villa
Zhirkov 61'
Vágner Love 90+3'		 Report
Attendance: 25,650
Referee: Felix Brych (Germany)

CSKA Moscow won 3–1 on aggregate.

Metalist Kharkiv 2–0 Sampdoria
Valyayev 30'
Jajá 40'		 Report
Attendance: 33,000

Metalist Kharkiv won 3–0 on aggregate.

Hamburg 1–0 NEC
Olić 9' Report
Attendance: 31,537
Referee: Tony Chapron (France)

Hamburg won 4–0 on aggregate.

Marseille 1–1 Twente on aggregate. Marseille won 7–6 on penalties.

Wolfsburg 1–3 Paris Saint-Germain
Hasebe 63' Report Luyindula 38' (pen.), 73'
Rothen 60'
Attendance: 20,205

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'
Attendance: 19,000

Galatasaray won 4–3 on aggregate.

Stuttgart 1–2 Zenit Saint Petersburg
Gebhart 80' Report Semshov 42'
Fayzulin 86'
Attendance: 34,500

Zenit St. Petersburg won 4–2 on aggregate.

Milan 2–2 Werder Bremen
Pirlo 27' (pen.)
Pato 33'		 Report Pizarro 68', 78'
Attendance: 23,280

Werder Bremen 3–3 Milan on aggregate. Werder Bremen won on away goals.

Standard Liège 1–1 Braga
Mbokani 79' Report Aguiar 88'
Attendance: 26,356

Braga won 4–1 on aggregate.

Udinese 2–1 Lech Poznań
Pepe 57'
Di Natale 90+1'		 Report Rengifo 13'
Attendance: 11,662

Udinese won 4–3 on aggregate.

Manchester City 2–1 Copenhagen
Bellamy 73', 80' Report Vingaard 90+3'
Attendance: 26,018

Manchester City won 4–3 on aggregate.

Ajax 1–1 Fiorentina
Leonardo 88' Report Gilardino 61'
Attendance: 42,779

Ajax won 2–1 on aggregate.

Saint-Étienne 2–1 Olympiacos
Payet 45'
Ilan 58'		 Report Óscar 75'
Attendance: 30,511

Saint-Étienne won 5–2 on aggregate.

Deportivo La Coruña 1–3 Aalborg BK
Sergio 38' Report Shelton 41'
Johansson 45'
Enevoldsen 45+1'
Attendance: 16,000
Referee: Alan Kelly (Ireland)

Aalborg BK won 6–1 on aggregate.

Tottenham Hotspur 1–1 Shakhtar Donetsk
Dos Santos 55' Report Fernandinho 86'
Attendance: 30,595

Shakhtar Donetsk won 3–1 on aggregate.

Valencia 2–2 Dynamo Kyiv
Marchena 45'
Del Horno 54'		 Report Kravets 34', 73'
Attendance: 30,000

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
Attendance: 17,800
Referee: Mike Riley (England)
CSKA Moscow 1–0 Shakhtar Donetsk
Vágner Love 50' (pen.) Report
Attendance: 19,700
Hamburg 1–1 Galatasaray
Jansen 50' Report Akman 33'
Attendance: 50,000
Paris Saint-Germain 0–0 Braga
Report
Attendance: 35,000
Werder Bremen 1–0 Saint-Étienne
Naldo 20' Report
Attendance: 30,116
Referee: Terje Hauge (Norway)
Marseille 2–1 Ajax
Cheyrou 19'
Niang 33'		 Report Suárez 36' (pen.)
Attendance: 27,829
Referee: Ivan Bebek (Croatia)
Udinese 2–0 Zenit Saint Petersburg
Quagliarella 85'
Di Natale 88' (pen.)		 Report
Attendance: 20,000

Second leg
Saint-Étienne 2–2 Werder Bremen
Benalouane 64'
Grax 90+2'		 Report Prödl 6'
Pizarro 27'
Attendance: 33,522

Werder Bremen won 3–2 on aggregate.

Ajax 2 – 2 (a.e.t.) Marseille
Enoh 33'
Sulejmani 74'		 Report Niang 35'
Mears 110'
Attendance: 47,650

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.)
Attendance: 26,000

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
Attendance: 25,000

Shakhtar Donetsk won 2–1 on aggregate.

Udinese won 2–1 on aggregate.

Galatasaray 2–3 Hamburg
Kewell 42' (pen.)
Baroš 49'		 Report Guerrero 57', 60'
Olić 90'
Attendance: 23,500

Hamburg won 4–3 on aggregate.

Manchester City 2–2 Aalborg BK on aggregate. Manchester City won 4–3 on penalties.

Braga 0–1 Paris Saint-Germain
Report Hoarau 81'
Attendance: 16,371

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
Attendance: 25,500
Referee: Felix Brych (Germany)
Paris Saint-Germain 0–0 Dynamo Kyiv
Report
Attendance: 41,000
Werder Bremen 3–1 Udinese
Diego 34', 67'
Almeida 69'		 Report Quagliarella 87'
Attendance: 32,548

Second leg
Manchester City 2–1 Hamburg
Elano 17' (pen.)
Caicedo 50'		 Report Guerrero 12'
Attendance: 47,009

Hamburg won 4–3 on aggregate.

Dynamo Kyiv won 3–0 on aggregate.

Marseille 1–2 Shakhtar Donetsk
Ben Arfa 43' Report Fernandinho 30'
Luiz Adriano 90+3'
Attendance: 48,268

Shaktar Donetsk won 4–1 on aggregate.

Udinese 3–3 Werder Bremen
Inler 15'
Quagliarella 30', 38'		 Report Diego 28', 60'
Pizarro 73'
Attendance: 25,584

Werder Bremen won 6–4 on aggregate.

Semi-finals
Willian assists Fernandinho to score for Shakhtar Donetsk

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'
Attendance: 17,000
Werder Bremen 0–1 Hamburg
Report Trochowski 28'
Attendance: 37,500
Referee: Howard Webb (England)

Second leg
Shakhtar Donetsk 2–1 Dynamo Kyiv
Jádson 17'
Ilsinho 89'		 Report Bangoura 47'
Attendance: 24,300

Shakhtar Donetsk won 3–2 on aggregate.

Hamburg 2–3 Werder Bremen
Olić 13', 87' Report Diego 29'
Pizarro 66'
Baumann 83'
Attendance: 51,000

Werder Bremen 3–3 Hamburg on aggregate. Werder Bremen won on away goals.

Final
Main article: 2009 UEFA Cup Final
Shakhtar Donetsk 2–1 (a.e.t.) Werder Bremen
Luiz Adriano 25'
Jádson 97'		 Report Naldo 35'
Attendance: 37,357

References
  1. "Draws for UEFA Champions League and UEFA Cup" (PDF). UEFA Media Services. Union of European Football Associations. 3 December 2008. Retrieved 5 December 2008.
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