| Tourney Name: | UEFA Cup |
| Year: | 1999–2000 |
| Dates: | 10 August 1999 – 17 May 2000 |
| Champion Other: | Galatasaray |
| Count: | 1 |
| Second Other: | Arsenal |
| Matches: | 205 |
| Goals: | 565 |
| Top Scorer: | Darko Kovačević (Juventus) 10 goals |
| Prevseason: | 1998–99 |
| Nextseason: | 2000–01 |
The 1999–2000 UEFA Cup season was the 29th edition of the UEFA Cup competition. The final took place at Parken Stadium in Copenhagen and was won by Galatasaray, who defeated Arsenal in the final. The game was scoreless through the first ninety minutes and stayed that way through thirty minutes of extra time. The match went on to penalty kicks in which Gheorghe Popescu scored the winning goal to win the cup. Galatasaray won the cup without losing a single game. The competition was marred by violence involving Turkish and English hooligans in the semi-finals and the final, in particular the fatal stabbings of Leeds United fans Kevin Speight and Christopher Loftus by Galatasaray fans in Istanbul.[1]
Parma were the defending champions, but were eliminated by Werder Bremen in the fourth round. They entered in the first round due to elimination in the third qualifying round of the UEFA Champions League.
It was the first season of the new format UEFA Cup; it had absorbed the now defunct Cup Winners' Cup to include domestic cup winners, and now featured an additional knockout round. This was the first year when the UEFA Cup winners qualified for the UEFA Super Cup. This season's champions also qualified for the 2001 FIFA Club World Championship, which was never held. So far, Galatasaray are the only UEFA Cup winners to qualify for a Club World Cup.
A total of 142 teams from 49 UEFA associations participated in the 1999–2000 UEFA Cup. Associations are allocated places according to their 1999–2000 UEFA league coefficient.
Below is the qualification scheme for the 1999–00 UEFA Cup:
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| Teams entering in this round | Teams advancing from previous round | Teams transferred from Champions League | ||
|---|---|---|---|---|
| Qualifying round (76 teams) |
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| First round (96 teams) |
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| Second round (48 teams) |
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| Third round (32 teams) |
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| Fourth round (16 teams) |
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| Play-offs (8 teams) |
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A UEFA Cup place is vacated when a team qualify for both the Champions League and the UEFA Cup, or qualify for the UEFA Cup by more than one method. When a place is vacated, it is redistributed within the national association by the following rules:
The labels in the parentheses show how each team qualified for the place of its starting round:
See main article: 1999–2000 UEFA Cup qualifying round. |}
See main article: 1999–2000 UEFA Cup first round. |}
See main article: 1999–2000 UEFA Cup second round. |}
See main article: 1999–2000 UEFA Cup third round. |}
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Udinese 2–2 Slavia Prague on aggregate. Slavia Prague won on away goals rule.----Galatasaray won 2–0 on aggregate.----Mallorca won 4–2 on aggregate.----Werder Bremen won 3–2 on aggregate.----Leeds United won 1–0 on aggregate.----Arsenal won 6–3 on aggregate.----Celta Vigo won 4–1 on aggregate.----Lens won 6–4 on aggregate.
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Leeds United won 4–2 on aggregate.----Galatasaray won 6–2 on aggregate.----Arsenal won 6–2 on aggregate.----Lens won 2–1 on aggregate.
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Arsenal won 3–1 on aggregate.----Galatasaray won 4–2 on aggregate.
See main article: 2000 UEFA Cup final.
| Rank | Name | Team | Goals | Minutes played |
|---|---|---|---|---|
| 1 | Darko Kovačević | Juventus | 10 | 720' |
| 2 | Marco Di Vaio | Parma | 7 | 460' |
| Jimmy Floyd Hasselbaink | Atlético Madrid | 574' | ||
| Thierry Henry | Arsenal | 592' | ||
| Pascal Nouma | Lens | 875' | ||
| 6 | Benni McCarthy | Celta Vigo | 6 | 796' |
| Hakan Şükür | Galatasaray | 833' |