The second round of the 1999–2000 UEFA Cup began on 19 October 1999. The round included 48 winners from the first round.

Matches

Team 1 Agg.Tooltip Aggregate score Team 2 1st leg 2nd leg
Aris Greece 2–4 Spain Celta Vigo 2–2 0–2
Udinese Italy 2–1 Poland Legia Warsaw 1–0 1–1
Deportivo La Coruña Spain 5–1 France Montpellier 3–1 2–0
Widzew Łódź Poland 1–3 France Monaco 1–1 0–2
MTK Hungária Hungary 2–2 (a) Greece AEK Athens 2–1 0–1
Roda Netherlands 0–1 Germany Wolfsburg 0–0 0–1
Anderlecht Belgium 2–4 Italy Bologna 2–1 0–3
PAOK Greece 3–3 (1–4 p) Portugal Benfica 1–2 2–1 (a.e.t.)
Inter Bratislava Slovakia 0–7 France Nantes 0–3 0–4
Atlético Madrid Spain 5–1 Poland Amica Wronki 1–0 4–1
Parma Italy 4–1 Sweden Helsingborg 1–0 3–1
Grazer AK Austria 2–2 (a) Greece Panathinaikos 2–1 0–1
Steaua București Romania 2–0 England West Ham United 2–0 0–0
Levski Sofia Bulgaria 2–4 Italy Juventus 1–3 1–1
Leeds United England 7–1 Russia Lokomotiv Moscow 4–1 3–0
Hapoel Haifa Israel 1–3 Netherlands Ajax 0–3 1–0
Slavia Prague Czech Republic 3–2 Switzerland Grasshopper 3–1 0–1
Zürich Switzerland 2–5 England Newcastle United 1–2 1–3
Werder Bremen Germany 2–2 (a) Norway Viking 0–0 2–2
Teplice Czech Republic 1–5 Spain Mallorca 1–2 0–3
IFK Göteborg Sweden 0–3 Italy Roma 0–2 0–1
Lyon France 2–0 Scotland Celtic 1–0 1–0
Lens France 5–2 Netherlands Vitesse 4–1 1–1
Tottenham Hotspur England 1–2 Germany Kaiserslautern 1–0 0–2

First leg

Aris Greece2–2Spain Celta Vigo
Paulo Andrioli 44'
Kyzeridis 68'		 Report Karpin 41', 42'
Attendance: 14,233
Deportivo La Coruña Spain3–1France Montpellier
Pauleta 17'
Djalminha 51' (pen.)
Makaay 53'		 Report Delaye 6'
Attendance: 12,987
Udinese Italy1–0Poland Legia Warsaw
Sosa 29' Report
Attendance: 13,000
Referee: Fritz Stuchlik (Austria)
Slavia Prague Czech Republic3–1Switzerland Grasshopper
Ulich 19', 50'
Kuchař 40'		 Report Yakin 23'
Attendance: 4,555
Referee: Éric Poulat (France)
Inter Bratislava Slovakia0–3France Nantes
Report Sibierski 26' (pen.)
Da Rocha 35'
Carrière 86'
Attendance: 4,486
Levski Sofia Bulgaria1–3Italy Juventus
Yoffou 55' Report Oliseh 23'
Kovačević 52', 89'
Attendance: 27,000
Referee: Jorge Monteiro Coroado (Portugal)
Widzew Łódź Poland1–1France Monaco
Wichniarek 5' (pen.) Report Giuly 40'
Attendance: 2,915
Referee: Fiorenzo Treossi (Italy)
Werder Bremen Germany0–0Norway Viking
Report
Attendance: 5,984
Referee: Eric Romain (Belgium)
IFK Göteborg Sweden0–2Italy Roma
Report Montella 37', 52'
Attendance: 18,319
Teplice Czech Republic1–2Spain Mallorca
Verbíř 67' Report Tristán 26', 31'
Attendance: 5,850
Referee: Mikko Vuorela (Finland)
Steaua București Romania2–0England West Ham United
Rosu 39'
Ilie 56'		 Report
Attendance: 12,550
Anderlecht Belgium2–1Italy Bologna
Koller 17', 35' Report Signori 90'
Attendance: 16,995
Referee: Leif Sundell (Sweden)
MTK Budapest Hungary2–1Greece AEK Athens
Egressy 20'
Erős 34'		 Report Ćirić 66'
Attendance: 2,850
Referee: Dani Koren (Israel)
PAOK Greece1–2Portugal Benfica
Frantzeskos 90' Report Nuno Gomes 68'
Ronaldo Guiaro 90'
Attendance: 28,008
Referee: Dieter Schoch (Switzerland)
Zürich Switzerland1–2England Newcastle United
Castillo 68' Report Marić 51'
Shearer 60'
Attendance: 9,600
Referee: Jacek Granat (Poland)
Grazer AK Austria2–1Greece Panathinaikos
Lipa 57'
Pamić 80'		 Report Sypniewski 64'
Attendance: 5,214
Hapoel Haifa Israel0–3Netherlands Ajax
Report Machlas 3'
Knopper 12'
Laudrup 55'
Attendance: 14,000
Referee: Tomasz Mikulski (Poland)
Roda JC Netherlands0–0Germany Wolfsburg
Report
Attendance: 7,700
Lens France4–1Netherlands Vitesse
Brunel 3'
Nouma 17'
Nyarko 76'
Blanchard 87'		 Report van Hooijdonk 73'
Attendance: 36,326
Lyon France1–0Scotland Celtic
Blanc 63' Report
Attendance: 28,539
Leeds United England4–1Russia Lokomotiv Moscow
Bowyer 27', 45'
Smith 56'
Kewell 83'		 Report Loskov 80'
Attendance: 37,814
Parma Italy1–0Sweden Helsingborg
F. Cannavaro 44' Report
Attendance: 3,530
Tottenham Hotspur England1–0Germany Kaiserslautern
Iversen 33' Report
Attendance: 35,177
Referee: Orhan Erdemir (Turkey)
Atlético Madrid Spain1–0Poland Amica Wronki
Baraja 79' Report
Attendance: 7,391

Second leg

AEK Athens Greece1–0Hungary MTK Budapest
Ćirić 75' (pen.) Report
Attendance: 7,288
Referee: Pascal Garibian (France)

2–2 on aggregate; AEK Athens won on away goals.

Bologna Italy3–0Belgium Anderlecht
Eriberto 45'
Zé Elias 51'
Nervo 90'		 Report
Attendance: 21,548

Bologna won 4–2 on aggregate.

Wolfsburg Germany1–0Netherlands Roda JC
Akonnor 87' Report
Attendance: 7,677
Referee: Georgios Bikas (Greece)

Wolfsburg won 1–0 on aggregate.

Legia Warsaw Poland1–1Italy Udinese
Czereszewski 11' Report Sosa 41'
Attendance: 10,200

Udinese won 2–1 on aggregate.

Monaco France2–0Poland Widzew Łódź
Lamouchi 50'
Trezeguet 84'		 Report
Attendance: 5,130
Referee: Ivan Dobrinov (Bulgaria)

Monaco won 3–1 on aggregate.

Montpellier France0–2Spain Deportivo La Coruña
Report Makaay 45'
Pauleta 82'
Attendance: 16,845

Deportivo La Coruña won 5–1 on aggregate.

Roma Italy1–0Sweden IFK Göteborg
Fábio Júnior 88' Report
Attendance: 9,767
Referee: Victor Esquinas Torres (Spain)

Roma won 3–0 on aggregate.

Viking Norway2–2Germany Werder Bremen
Berland 3'
Daðason 77'		 Report Wiedener 43'
Herzog 62'
Attendance: 6,120

2–2 on aggregate; Werder Bremen won on away goals.

Grasshopper Switzerland1–0Czech Republic Slavia Prague
Yakin 76' Report
Attendance: 3,300
Referee: Luc Huyghe (Belgium)

Slavia Prague won 3–2 on aggregate.

Helsingborg Sweden1–3Italy Parma
Stavrum 86' Report Di Vaio 11', 42', 43'
Attendance: 11,973

Parma won 4–1 on aggregate.

Lokomotiv Moscow Russia0–3England Leeds United
Report Harte 15'
Bridges 28', 45'
Attendance: 10,102
Referee: Alain Sars (France)

Leeds United won 7–1 on aggregate.

Amica Wronki Poland1–4Spain Atlético Madrid
Jackiewicz 34' Report Hasselbaink 31'
Capdevila 45'
Baraja 52'
Correa 84'
Stadion Amica, Wronki
Attendance: 3,357

Atlético Madrid won 5–1 on aggregate.

Nantes France4–0Slovakia Inter Bratislava
Sibierski 49'
Monterrubio 61'
Devineau 74'
Da Rocha 82'		 Report
Attendance: 13,700
Referee: Marcel Lica (Romania)

Nantes won 7–0 on aggregate.

Panathinaikos Greece1–0Austria Grazer AK
Pflipsen 90' Report
Attendance: 12,621

2–2 on aggregate; Panathinaikos won away goals.

Vitesse Netherlands1–1France Lens
Kreek 64' Report Blanchard 90'
Attendance: 13,000
Referee: Bernhard Brugger (Austria)

Lens won 5–2 on aggregate.

Ajax Netherlands0–1Israel Hapoel Haifa
Report Roso 60'
Attendance: 37,400

Ajax won 3–1 on aggregate.

Benfica Portugal1–2 (a.e.t.)Greece PAOK
Kandaurov 50' Report Marangos 28'
Sabry 44'
Penalties
Ronaldo Guiaro soccer ball with check mark
Maniche soccer ball with check mark
Chano soccer ball with check mark
Paulo Madeira soccer ball with check mark		 4–1 soccer ball with red X Frousos
soccer ball with red X Machairidis
soccer ball with check mark Bandović
Attendance: 28,000
Referee: Roelof Luinge (Netherlands)

3–3 on aggregate; Benfica won 4–1 on penalties.

Kaiserslautern Germany2–0England Tottenham Hotspur
Buck 89'
Carr 90' (o.g.)		 Report
Attendance: 29,044
Referee: Juan Ansuátegui Roca (Spain)

Kaiserslautern won 2–1 on aggregate.

Celtic Scotland0–1France Lyon
Report Vairelles 17'
Attendance: 54,291
Referee: Georg Dardenne (Germany)

Lyon won 2–0 on aggregate.

Juventus Italy1–1Bulgaria Levski Sofia
Kovačević 79' Report Atanasov 15'
Attendance: 2,681

Juventus won 4–2 on aggregate.

Newcastle United England3–1Switzerland Zürich
Marić 33'
Ferguson 58'
Speed 61'		 Report Jamarauli 17'
Attendance: 34,502

Newcastle United won 5–2 on aggregate.

West Ham United England0–0Romania Steaua București
Report
Attendance: 24,514

Steaua București won 2–0 on aggregate.

Celta Vigo Spain2–0Greece Aris
Đorović 67'
Turdó 90'		 Report
Attendance: 12,630
Referee: Livio Bazzoli (Italy)

Celta Vigo won 4–2 on aggregate.

Mallorca Spain3–0Czech Republic Teplice
Nadal 31'
Stanković 58'
Niño 68'		 Report
Attendance: 12,372
Referee: Edgar Steinborn (Germany)

Mallorca won 5–1 on aggregate.

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