1999–2000 UEFA Cup second round
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. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| Aris | 2–4 | Celta Vigo | 2–2 | 0–2 |
| Udinese | 2–1 | Legia Warsaw | 1–0 | 1–1 |
| Deportivo La Coruña | 5–1 | Montpellier | 3–1 | 2–0 |
| Widzew Łódź | 1–3 | Monaco | 1–1 | 0–2 |
| MTK Hungária | 2–2 (a) | AEK Athens | 2–1 | 0–1 |
| Roda | 0–1 | Wolfsburg | 0–0 | 0–1 |
| Anderlecht | 2–4 | Bologna | 2–1 | 0–3 |
| PAOK | 3–3 (1–4 p) | Benfica | 1–2 | 2–1 (a.e.t.) |
| Inter Bratislava | 0–7 | Nantes | 0–3 | 0–4 |
| Atlético Madrid | 5–1 | Amica Wronki | 1–0 | 4–1 |
| Parma | 4–1 | Helsingborg | 1–0 | 3–1 |
| Grazer AK | 2–2 (a) | Panathinaikos | 2–1 | 0–1 |
| Steaua București | 2–0 | West Ham United | 2–0 | 0–0 |
| Levski Sofia | 2–4 | Juventus | 1–3 | 1–1 |
| Leeds United | 7–1 | Lokomotiv Moscow | 4–1 | 3–0 |
| Hapoel Haifa | 1–3 | Ajax | 0–3 | 1–0 |
| Slavia Prague | 3–2 | Grasshopper | 3–1 | 0–1 |
| Zürich | 2–5 | Newcastle United | 1–2 | 1–3 |
| Werder Bremen | 2–2 (a) | Viking | 0–0 | 2–2 |
| Teplice | 1–5 | Mallorca | 1–2 | 0–3 |
| IFK Göteborg | 0–3 | Roma | 0–2 | 0–1 |
| Lyon | 2–0 | Celtic | 1–0 | 1–0 |
| Lens | 5–2 | Vitesse | 4–1 | 1–1 |
| Tottenham Hotspur | 1–2 | Kaiserslautern | 1–0 | 0–2 |
First leg
| Aris | 2–2 | Celta Vigo |
|---|---|---|
| Paulo Andrioli 44' Kyzeridis 68' |
Report | Karpin 41', 42' |
| Deportivo La Coruña | 3–1 | Montpellier |
|---|---|---|
| Pauleta 17' Djalminha 51' (pen.) Makaay 53' |
Report | Delaye 6' |
| Udinese | 1–0 | Legia Warsaw |
|---|---|---|
| Sosa 29' | Report |
| Slavia Prague | 3–1 | Grasshopper |
|---|---|---|
| Ulich 19', 50' Kuchař 40' |
Report | Yakin 23' |
| Widzew Łódź | 1–1 | Monaco |
|---|---|---|
| Wichniarek 5' (pen.) | Report | Giuly 40' |
| IFK Göteborg | 0–2 | Roma |
|---|---|---|
| Report | Montella 37', 52' |
| Steaua București | 2–0 | West Ham United |
|---|---|---|
| Rosu 39' Ilie 56' |
Report |
| Anderlecht | 2–1 | Bologna |
|---|---|---|
| Koller 17', 35' | Report | Signori 90' |
| MTK Budapest | 2–1 | AEK Athens |
|---|---|---|
| Egressy 20' Erős 34' |
Report | Ćirić 66' |
| PAOK | 1–2 | Benfica |
|---|---|---|
| Frantzeskos 90' | Report | Nuno Gomes 68' Ronaldo Guiaro 90' |
| Grazer AK | 2–1 | Panathinaikos |
|---|---|---|
| Lipa 57' Pamić 80' |
Report | Sypniewski 64' |
| Leeds United | 4–1 | Lokomotiv Moscow |
|---|---|---|
| Bowyer 27', 45' Smith 56' Kewell 83' |
Report | Loskov 80' |
| Parma | 1–0 | Helsingborg |
|---|---|---|
| F. Cannavaro 44' | Report |
| Tottenham Hotspur | 1–0 | Kaiserslautern |
|---|---|---|
| Iversen 33' | Report |
| Atlético Madrid | 1–0 | Amica Wronki |
|---|---|---|
| Baraja 79' | Report |
Second leg
| AEK Athens | 1–0 | MTK Budapest |
|---|---|---|
| Ćirić 75' (pen.) | Report |
2–2 on aggregate; AEK Athens won on away goals.
Bologna won 4–2 on aggregate.
Wolfsburg won 1–0 on aggregate.
| Legia Warsaw | 1–1 | Udinese |
|---|---|---|
| Czereszewski 11' | Report | Sosa 41' |
Udinese won 2–1 on aggregate.
| Monaco | 2–0 | Widzew Łódź |
|---|---|---|
| Lamouchi 50' Trezeguet 84' |
Report |
Monaco won 3–1 on aggregate.
| Montpellier | 0–2 | Deportivo La Coruña |
|---|---|---|
| Report | Makaay 45' Pauleta 82' |
Deportivo La Coruña won 5–1 on aggregate.
| Roma | 1–0 | IFK Göteborg |
|---|---|---|
| Fábio Júnior 88' | Report |
Roma won 3–0 on aggregate.
2–2 on aggregate; Werder Bremen won on away goals.
| Grasshopper | 1–0 | Slavia Prague |
|---|---|---|
| Yakin 76' | Report |
Slavia Prague won 3–2 on aggregate.
| Helsingborg | 1–3 | Parma |
|---|---|---|
| Stavrum 86' | Report | Di Vaio 11', 42', 43' |
Parma won 4–1 on aggregate.
| Lokomotiv Moscow | 0–3 | Leeds United |
|---|---|---|
| Report | Harte 15' Bridges 28', 45' |
Leeds United won 7–1 on aggregate.
| Amica Wronki | 1–4 | Atlético Madrid |
|---|---|---|
| Jackiewicz 34' | Report | Hasselbaink 31' Capdevila 45' Baraja 52' Correa 84' |
Atlético Madrid won 5–1 on aggregate.
| Nantes | 4–0 | Inter Bratislava |
|---|---|---|
| Sibierski 49' Monterrubio 61' Devineau 74' Da Rocha 82' |
Report |
Nantes won 7–0 on aggregate.
| Panathinaikos | 1–0 | Grazer AK |
|---|---|---|
| Pflipsen 90' | Report |
2–2 on aggregate; Panathinaikos won away goals.
Lens won 5–2 on aggregate.
| Ajax | 0–1 | Hapoel Haifa |
|---|---|---|
| Report | Roso 60' |
Ajax won 3–1 on aggregate.
| Benfica | 1–2 (a.e.t.) | PAOK |
|---|---|---|
| Kandaurov 50' | Report | Marangos 28' Sabry 44' |
| Penalties | ||
| Ronaldo Guiaro Maniche Chano Paulo Madeira |
4–1 | Frousos Machairidis Bandović |
3–3 on aggregate; Benfica won 4–1 on penalties.
| Kaiserslautern | 2–0 | Tottenham Hotspur |
|---|---|---|
| Buck 89' Carr 90' (o.g.) |
Report |
Kaiserslautern won 2–1 on aggregate.
Lyon won 2–0 on aggregate.
| Juventus | 1–1 | Levski Sofia |
|---|---|---|
| Kovačević 79' | Report | Atanasov 15' |
Juventus won 4–2 on aggregate.
Newcastle United won 5–2 on aggregate.
Steaua București won 2–0 on aggregate.
| Celta Vigo | 2–0 | Aris |
|---|---|---|
| Đorović 67' Turdó 90' |
Report |
Celta Vigo won 4–2 on aggregate.
Mallorca won 5–1 on aggregate.