The second round of the 1999–2000 UEFA Cup was played from 19 October to 4 November 1999. [1] The round included 48 winners from the first round.
Team 1 | Agg. Tooltip Aggregate score | Team 2 | 1st leg | 2nd leg |
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Aris ![]() | 2–4 | ![]() | 2–2 | 0–2 |
Udinese ![]() | 2–1 | ![]() | 1–0 | 1–1 |
Deportivo La Coruña ![]() | 5–1 | ![]() | 3–1 | 2–0 |
Widzew Łódź ![]() | 1–3 | ![]() | 1–1 | 0–2 |
MTK Hungária ![]() | 2–2 (a) | ![]() | 2–1 | 0–1 |
Roda JC ![]() | 0–1 | ![]() | 0–0 | 0–1 |
Anderlecht ![]() | 2–4 | ![]() | 2–1 | 0–3 |
PAOK ![]() | 3–3 (1–4 p) | ![]() | 1–2 | 2–1 (a.e.t.) |
Inter Bratislava ![]() | 0–7 | ![]() | 0–3 | 0–4 |
Atlético Madrid ![]() | 5–1 | ![]() | 1–0 | 4–1 |
Parma ![]() | 4–1 | ![]() | 1–0 | 3–1 |
GAK ![]() | 2–2 (a) | ![]() | 2–1 | 0–1 |
Steaua București ![]() | 2–0 | ![]() | 2–0 | 0–0 |
Levski Sofia ![]() | 2–4 | ![]() | 1–3 | 1–1 |
Leeds United ![]() | 7–1 | ![]() | 4–1 | 3–0 |
Hapoel Haifa ![]() | 1–3 | ![]() | 0–3 | 1–0 |
Slavia Prague ![]() | 3–2 | ![]() | 3–1 | 0–1 |
Zürich ![]() | 2–5 | ![]() | 1–2 | 1–3 |
Werder Bremen ![]() | 2–2 (a) | ![]() | 0–0 | 2–2 |
Teplice ![]() | 1–5 | ![]() | 1–2 | 0–3 |
IFK Göteborg ![]() | 0–3 | ![]() | 0–2 | 0–1 |
Lyon ![]() | 2–0 | ![]() | 1–0 | 1–0 |
Lens ![]() | 5–2 | ![]() | 4–1 | 1–1 |
Tottenham Hotspur ![]() | 1–2 | ![]() | 1–0 | 0–2 |
Aris ![]() | 2–2 | ![]() |
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| Report |
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Celta Vigo ![]() | 2–0 | ![]() |
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Report |
Celta Vigo won 4–2 on aggregate.
Deportivo La Coruña won 5–1 on aggregate.
Udinese ![]() | 1–0 | ![]() |
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| Report |
Legia Warsaw ![]() | 1–1 | ![]() |
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| Report |
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Udinese won 2–1 on aggregate.
Slavia Prague ![]() | 3–1 | ![]() |
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Report |
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Grasshopper ![]() | 1–0 | ![]() |
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| Report |
Slavia Prague won 3–2 on aggregate.
Nantes ![]() | 4–0 | ![]() |
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| Report |
Nantes won 7–0 on aggregate.
Levski Sofia ![]() | 1–3 | ![]() |
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| Report |
Juventus ![]() | 1–1 | ![]() |
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| Report |
|
Juventus won 4–2 on aggregate.
Widzew Łódź ![]() | 1–1 | ![]() |
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| Report |
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Monaco ![]() | 2–0 | ![]() |
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Report |
Monaco won 3–1 on aggregate.
2–2 on aggregate; Werder Bremen won on away goals.
IFK Göteborg ![]() | 0–2 | ![]() |
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Report |
|
Roma ![]() | 1–0 | ![]() |
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| Report |
Roma won 3–0 on aggregate.
Mallorca won 5–1 on aggregate.
Steaua București won 2–0 on aggregate.
Anderlecht ![]() | 2–1 | ![]() |
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| Report |
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Bologna ![]() | 3–0 | ![]() |
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Report |
Bologna won 4–2 on aggregate.
MTK Hungária ![]() | 2–1 | ![]() |
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Report |
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2–2 on aggregate; AEK Athens won on away goals.
PAOK ![]() | 1–2 | ![]() |
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| Report |
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3–3 on aggregate; Benfica won 4–1 on penalties.
Zürich ![]() | 1–2 | ![]() |
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| Report |
Newcastle United ![]() | 3–1 | ![]() |
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Report |
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Newcastle United won 5–2 on aggregate.
GAK ![]() | 2–1 | ![]() |
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Report |
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Panathinaikos ![]() | 1–0 | ![]() |
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| Report |
2–2 on aggregate; Panathinaikos won on away goals.
Hapoel Haifa ![]() | 0–3 | ![]() |
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Report |
Ajax ![]() | 0–1 | ![]() |
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Report |
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Ajax won 3–1 on aggregate.
VfL Wolfsburg ![]() | 1–0 | ![]() |
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| Report |
VfL Wolfsburg won 1–0 on aggregate.
Lens ![]() | 4–1 | ![]() |
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Report |
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Lens won 5–2 on aggregate.
Lyon won 2–0 on aggregate.
Leeds United ![]() | 4–1 | ![]() |
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Report |
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Leeds United won 7–1 on aggregate.
Parma ![]() | 1–0 | ![]() |
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| Report |
Helsingborgs IF ![]() | 1–3 | ![]() |
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| Report |
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Parma won 4–1 on aggregate.
1. FC Kaiserslautern won 2–1 on aggregate.
Atlético Madrid ![]() | 1–0 | ![]() |
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| Report |
Amica Wronki ![]() | 1–4 | ![]() |
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| Report |
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Atlético Madrid won 5–1 on aggregate.