2000–01 UEFA Cup first round
The first round of the 2000–01 UEFA Cup began on 14 September 2000. The round included 41 winners from the qualifying round, 16 losing teams from the Champions League 3rd qualifying round, 3 winners of the Intertoto Cup and 36 new entrants. This round narrowed the clubs from 96 to 48 teams for the second round.
Seeding
    
Matches
    
1 This match was played at Prater Stadium in Vienna instead of Red Star's home ground in Belgrade due to UEFA deciding to accommodate Leicester City's request in which the English club claimed that "travelling to FR Yugoslavia poses a security risk due to the political situation in the country". UEFA's decision was revealed on 12 September 2000, only nine days before the match was originally scheduled to be played. The sudden decision to not only move the tie to a neutral location but to also postpone it for a week was a highly controversial precedent since no other club drawn to travel to FR Yugoslavia for matches in European competition that season received similar treatment: Viljandi Tulevik, Sliema Wanderers, Dynamo Kyiv, Porto, OFI Crete, and Celta Vigo.
First leg
    
| Antalyaspor  | 2–0 |  Werder Bremen | 
|---|---|---|
| Gaudino  43' Birlik  67' | Report | 
| Zimbru Chişinău  | 1–2 |  Hertha BSC | 
|---|---|---|
| Epureanu  1' | Report | Preetz  11' Daei  64' | 
| Lokomotiv Moscow  | 4–2 |  Naftex Burgas | 
|---|---|---|
| Sarkisyan  23' Tsymbalar  32' Janashia  62' Pimenov  64' | Report | Petrov  10' Timnev  54' | 
| IFK Norrköping  | 2–2 |  Slovan Liberec | 
|---|---|---|
| Flodström  33' Andersson  79' | Report | Lázzaro  70' Nezmar  77' | 
| Rapid București  | 0–1 |  Liverpool | 
|---|---|---|
| Report | Barmby  29' | 
| Vorskla Poltava  | 1–2 |  Boavista | 
|---|---|---|
| Melaschenko  38' | Report | Couto  50' Whelliton  89' | 
| Ruch Chorzów  | 0–3 |  Internazionale | 
|---|---|---|
| Report | Seedorf  62' Recoba  66' Keane  71' | 
| Leicester City  | 1–1 | .svg.png.webp) Red Star Belgrade | 
|---|---|---|
| Taggart  43' | Report | Ačimovič  2' | 
| Roda  | 0–2 |  Inter Bratislava | 
|---|---|---|
| Report | Németh  22' Babnič  69' | 
| Slavia Prague  | 3–0 |  ABG | 
|---|---|---|
| Kuchař  30', 74' Došek  53' | Report | 
| Gent .svg.png.webp) | 0–6 |  Ajax | 
|---|---|---|
| Report | Arveladze  16' Knopper  40', 69' Grønkjær  70' van der Vaart  80' van der Gun  84' | 
| Lillestrøm  | 3–1 |  Dynamo Moscow | 
|---|---|---|
| Kristinsson  8', 13' Kihlberg  68' | Report | Romaschenko  42' | 
| CSKA Sofia  | 1–2 |  MTK Budapest | 
|---|---|---|
| Yanev  7' | Report | Ferenczi  50' Kuttor  70' | 
| Tirol Innsbruck  | 3–1 |  Fiorentina | 
|---|---|---|
| Gilewicz  28', 49' Baur  45' (pen.) | Report | Mijatović  53' | 
| Club Brugge .svg.png.webp) | 2–0 | .svg.png.webp) APOEL | 
|---|---|---|
| Simons  37' Mendoza  63' | Report | 
| CSKA Moscow  | 0–0 |  Viborg | 
|---|---|---|
| Report | 
| Celtic  | 2–0 |  HJK Helsinki | 
|---|---|---|
| Larsson  14', 25' | Report | 
| Chelsea  | 1–0 | .svg.png.webp) St. Gallen | 
|---|---|---|
| Panucci  25' | Report | 
| Molde FK  | 0–1 |  Rayo Vallecano | 
|---|---|---|
| Report | Bolo  16' | 
| HIT Gorica  | 1–4 |  Roma | 
|---|---|---|
| Žlogar  29' | Report | Delvecchio  17', 19', 49' Samuel  41' | 
| Vitesse Arnhem  | 3–0 |  Maccabi Haifa | 
|---|---|---|
| Martel  19' Peeters  63' Amoah  90' | Report | 
| Vasas  | 2–2 |  AEK Athens | 
|---|---|---|
| Pető  89' Komódi  90' | Report | Pető  47' (og) Nikolaidis  50' | 
| Alania Vladikavkaz  | 0–3 |  Amica Wronki | 
|---|---|---|
| Report | Kryszałowicz  45' Król  49' Zieńczuk  89' | 
| Polonia Warsaw  | 0–1 |  Udinese | 
|---|---|---|
| Report | Warley  56' | 
| Slovan Bratislava  | 0–3 |  Dinamo Zagreb | 
|---|---|---|
| Report | Mujčin  38' Cvitanović  61' Pilipović  90' | 
Second leg
    
| Hertha BSC  | 2–0 |  Zimbru Chişinău | 
|---|---|---|
| Hartmann  23' Daei  26' | Report | 
Hertha BSC won 4–1 on aggregate.
Werder Bremen won 6–2 on aggregate.
| Kaiserslautern  | 0–1 |  Bohemians | 
|---|---|---|
| Report | Crowe  37' | 
Kaiserslautern won 3–2 on aggregate.
3–3 on aggregate; Stuttgart won on away goals.
| 1860 München  | 1–0 |  Drnovice | 
|---|---|---|
| Kurz  74' | Report | 
1860 München win 1–0 on aggregate.
Lokomotiv Moscow win 4–2 on aggregate.
| Slovan Liberec  | 2–1 |  IFK Norrköping | 
|---|---|---|
| Jun  62' Nezmar  64' | Report | Bjurström  55' | 
Slovan Liberec win 4–3 on aggregate.
Liverpool won 1–0 on aggregate.
Genk won 4–1 on aggregate.
| Espanyol  | 2–0 |  Olimpija Ljubljana | 
|---|---|---|
| Posse  15' Manel  26' | Report | 
Espanyol won 3–2 on aggregate.
Boavista won 4–2 on aggregate.
Osijek won 2–1 on aggregate.
| Internazionale  | 4–1 |  Ruch Chorzów | 
|---|---|---|
| Recoba  6' Seedorf  41', 87' Colombo  89' | Report | Skwara  85' | 
Internazionale won 7–1 on aggregate.
Parma won 6–0 on aggregate.
| Torpedo Moscow  | 0–2 | .svg.png.webp) Lausanne | 
|---|---|---|
| Report | Kuźba  29' Puce  62' | 
Lausanne won 5–2 on aggregate.
| Rijeka  | 0–1 (a.e.t.) |  Celta Vigo | 
|---|---|---|
| Report | Đorović  112' | 
Celta Vigo won 1–0 on aggregate.
| Red Star Belgrade .svg.png.webp) | 3–1 |  Leicester City | 
|---|---|---|
| Drulić  22', 71' Gvozdenović  47' | Report | Izzet  41' | 
Red Star Belgrade won 4–2 on aggregate.
Inter Bratislava won 4–1 on aggregate.
Nantes won 6–0 on aggregate.
| Beitar Jerusalem  | 3–3 |  PAOK | 
|---|---|---|
| Sivilia  44', 61' Abukasis  54' (pen) | Report | Katsabis  15' Nalitzis  42' Konstantinidis  90' | 
PAOK won 6–4 on aggregate.
| ABG  | 0–2 |  Slavia Prague | 
|---|---|---|
| Report | Dostálek  46' Došek  90' | 
Slavia Prague won 5–0 on aggregate.
| Örgryte  | 1–1 |  Rapid Wien | 
|---|---|---|
| Johansson  73' | Report | Wagner  60' | 
Rapid Wien won 4–1 on aggregate.
| Ajax  | 3–0 | .svg.png.webp) Gent | 
|---|---|---|
| Van der Gun  27', 58' Van der Vaart  85' | Report | 
Ajax won 9–0 on aggregate.
| Dynamo Moscow  | 2–1 |  Lillestrøm | 
|---|---|---|
| Romaschenko  25' Shtanyuk  44' | Report | Sundgot  71' | 
Lillestrøm won 4–3 on aggregate.
Grazer AK won 3–2 on aggregate.
| MTK Budapest  | 0–1 |  CSKA Sofia | 
|---|---|---|
| Report | Mirchev  85' (p) | 
2–2 on aggregate; MTK Budapest won on away goals.
Alavés won 4–3 on aggregate.
| Fiorentina  | 2–2 |  Tirol Innsbruck | 
|---|---|---|
| Mijatović  22' Leandro Amaral  62' | Report | Mair  18' Gilewicz  88' | 
Tirol Innsbruck won 5–3 on aggregate.
| APOEL .svg.png.webp) | 0–1 | .svg.png.webp) Club Brugge | 
|---|---|---|
| Report | Mendoza  30' | 
Club Brugge won 3–0 on aggregate.
| Viborg  | 1–0 (a.e.t.) |  CSKA Moscow | 
|---|---|---|
| Kærgaard  100' | Report | 
Viborg won 1–0 on aggregate.
Celtic won 3–2 on aggregate.
| Iraklis  | 1–0 |  Gueugnon | 
|---|---|---|
| Konstantinou  77' | Report | 
Iraklis won 1–0 on aggregate.
| St. Gallen .svg.png.webp) | 2–0 |  Chelsea | 
|---|---|---|
| Müller  19' Amoah  35' | Report | 
St. Gallen won 2–1 on aggregate.
| Wisła Kraków  | 4–1 (a.e.t.) |  Zaragoza | 
|---|---|---|
| Iheanacho  51' Frankowski  55', 58' Moskal  61' | Report | Baszczyński  6' (og) | 
| Penalties | ||
| Żurawski  Zajac  Głowacki  Baszczyński  Frankowski  | 4–3 |  Aragón  Acuña  Juanele  Yordi  José Ignacio | 
5–5 on aggregate, Wisła Kraków won 4–3 on penalties.
Rayo Vallecano won 2–1 on aggregate.
| Roma  | 7–0 |  HIT Gorica | 
|---|---|---|
| Samuel  8' Montella  11', 19' Delvecchio  23' Totti  41', 47' Batistuta  66' | Report | 
Roma won 11–1 on aggregate.
Herfølge won 2–1 on aggregate.
| Maccabi Haifa  | 2–1 |  Vitesse Arnhem | 
|---|---|---|
| Jano  68' Atar  88' | Report | Amoah  90' | 
Vitesse won 4–2 on aggregate.
| AEK Athens  | 2–0 |  Vasas | 
|---|---|---|
| Maladenis  27' Nikolaidis  30' | Report | 
AEK Athens won 4–2 on aggregate.
Porto won 2–1 on aggregate.
| Amica Wronki  | 2–0 |  Alania Vladikavkaz | 
|---|---|---|
| Kryszałowicz  37' Sobociński  73' | Report | 
Amica Wronki won 5–0 on aggregate.
Halmstad won 4–3 on aggregate.
Feyenoord won 4–1 on aggregate.
Bordeaux won 5–1 on aggregate.
| Udinese  | 2–0 |  Polonia Warsaw | 
|---|---|---|
| Walem  32' Muzzi  89' | Report | 
Udinese won 3–0 on aggregate.
| Brann  | 4–4 | .svg.png.webp) Basel | 
|---|---|---|
| Karadas  4', 40' Brendesæter  9' Terehhov  31' | Report | Tchouga  20' Wassberg  59' (o.g.) Kreuzer  61' (pen.) Muff  90' | 
Basel won 7–6 on aggregate.
| OFI Crete  | 6–0 | .svg.png.webp) Napredak Kruševac | 
|---|---|---|
| Mauro  14', 45' Gómez  25' (p), 50' (p) Iordanidis  23' Digozis  36' | Report | 
OFI Crete won 6–0 on aggregate.
| Dinamo Zagreb  | 1–1 |  Slovan Bratislava | 
|---|---|---|
| Mujčin  70' | Report | Sedlák  5' | 
Dinamo Zagreb won 4–1 on aggregate.
References
    
- "Basel-Bran-Telegram". Verein "Basler Fussballarchiv". Retrieved 16 November 2018.
- "Bran-Basel-Telegram". Verein "Basler Fussballarchiv". Retrieved 16 November 2018.
