The first round of the 2008–09 UEFA Cup began on 16 September 2008, which narrowed clubs down to 40 teams in preparation for the group stage.
Seeding
Summary
First leg
| Hertha BSC | 2–0 | |
|---|---|---|
| Nicu Cícero |
Report |
| APOEL | 1–4 | |
|---|---|---|
| Mirosavljević |
Report | Westermann Rakitić Sánchez Altıntop |
| Nordsjælland | 0–2 | |
|---|---|---|
| Report | Mitroglou Leto |
| Slaven Belupo | 1–2 | |
|---|---|---|
| Jurić |
Report | Vágner Love |
| Brøndby | 1–2 | |
|---|---|---|
| Krohn-Dehli |
Sapara Skjelbred |
| Cherno More | 1–2 | |
|---|---|---|
| Dyakov |
Report | Gómez |
| Borac Čačak | 1–4 | |
|---|---|---|
| Milovanović |
Report | Sulejmani Suárez Huntelaar |
| Tottenham Hotspur | 2–1 | |
|---|---|---|
| Bentley Bent |
Report | Jirsák |
| FC Moscow | 1–2 | |
|---|---|---|
| Samedov |
Report | Nordstrand Sionko |
| MŠK Žilina | 1–1 | |
|---|---|---|
| Vladavić |
Report | Joãozinho |
| Borussia Dortmund | 0–2 | |
|---|---|---|
| Report | Floro Flores Inler |
| Hapoel Tel Aviv | 1–2 | |
|---|---|---|
| Lala |
Report | Payet Feindouno |
| Litex Lovech | 1–3 | |
|---|---|---|
| Popov |
Report | Reo-Coker Barry Petrov |
| Austria Wien | 2–1 | |
|---|---|---|
| Schiemer |
Report | Rengifo |
| Vitória de Setúbal | 1–1 | |
|---|---|---|
| Leandro Carrijo |
Report | Elyounoussi |
| Baník Ostrava | 0–1 | |
|---|---|---|
| Report | Fathi |
| Beşiktaş | 1–0 | |
|---|---|---|
| Hološko |
Report | Report |
| Portsmouth | 2–0 | |
|---|---|---|
| Diarra Defoe |
Report |
| Kayserispor | 1–2 | |
|---|---|---|
| Toledo |
Report | Kežman Luyindula |
| Sevilla | 2–0 | |
|---|---|---|
| Capel Adriano |
Report |
| Wolfsburg | 1–0 | |
|---|---|---|
| Grafite |
Report |
| Omonia | 1–2 | |
|---|---|---|
| Duro |
Report | Jô |
| Young Boys | 2–2 | |
|---|---|---|
| Schneuwly Doumbia |
Report | Sonck Clement |
| Nancy | 1–0 | |
|---|---|---|
| Berenguer |
Report |
| Bellinzona | 3–4 | |
|---|---|---|
| Lustrinelli Sermeter La Rocca |
Report | Kewell Baroš Lincoln |
| N.E.C. | 1–0 | |
|---|---|---|
| Van Beukering |
Report |
| Racing Santander | 1–0 | |
|---|---|---|
| Pereira |
Report |
Second leg
Hertha BSC won 2–0 on aggregate.
| Schalke 04 | 1–1 | |
|---|---|---|
| Pander |
Report | Pinto |
Schalke 04 won 5–2 on aggregate.
| Olympiacos | 5–0 | |
|---|---|---|
| Torosidis Diogo Kovačević |
Report |
Olympiacos won 7–0 on aggregate.
| CSKA Moscow | 1–0 | |
|---|---|---|
| A. Berezutski |
Report |
CSKA Moscow won 3–1 on aggregate.
| Rosenborg | 3–2 | |
|---|---|---|
| Ya Konan Skjelbred Sapara |
Report | M. Rasmussen Kristiansen |
Rosenborg won 5–3 on aggregate.
| Stuttgart | 2–2 | |
|---|---|---|
| Hitzlsperger Gómez |
report | Yurukov Iliev |
Stuttgart won 4–3 on aggregate.
Rennes 2–2 Twente on aggregate. Twente won on away goals.
| Ajax | 2–0 | |
|---|---|---|
| Sarpong Suárez |
Report |
Ajax won 6–1 on aggregate.
| Wisła Kraków | 1–1 | |
|---|---|---|
| Pa. Brożek |
Report | Głowacki |
Tottenham Hotspur won 3–2 on aggregate.
| Copenhagen | 1–1 | |
|---|---|---|
| Sheshukov |
Report | Bracamonte |
Copenhagen won 3–2 on aggregate.
| Levski Sofia | 0–1 | |
|---|---|---|
| Report | Adauto |
MŠK Žilina won 2–1 on aggregate.
| Udinese | 0–2 (a.e.t.) | |
|---|---|---|
| Report | Hajnal |
|
| Penalties | ||
| Domizzi Quagliarella Pepe Inler Luković |
4–3 | |
Borussia Dortmund 2–2 Udinese on aggregate. Udinese won 4–3 on penalties.
| Artmedia Bratislava | 0–2 | |
|---|---|---|
| Report | Aguiar |
Braga won 6–0 on aggregate.
Feyenoord 2–2 Kalmar on aggregate. Feyenoord won on away goals.
| Unirea Urziceni | 0–2 | |
|---|---|---|
| Report | Petrić |
Hamburg won 2–0 on aggregate.
| Saint-Étienne | 2–1 | |
|---|---|---|
| Gomis |
Report | Yeboah |
Saint-Étienne won 4–2 on aggregate.
| Zürich | 0–1 | |
|---|---|---|
| Report | Shevchenko |
Milan won 4–1 on aggregate.
| Partizan | 1–0 | |
|---|---|---|
| Stevanović |
Report |
Partizan won 3–1 on aggregate.
| Aston Villa | 1–1 | |
|---|---|---|
| Harewood |
Report | Niflore |
Aston Villa won 4–2 on aggregate.
| Lech Poznań | 4–2 (a.e.t.) | |
|---|---|---|
| Rengifo Peszko Lewandowski Murawski |
Report | Ačimovič Hattenberger |
Lech Poznań won 5–4 on aggregate.
| Heerenveen | 5–2 | |
|---|---|---|
| Paulo Henrique Sibon Elyounoussi |
Report | Gama Chaves |
Heerenveen won 6–3 on aggregate.
| Deportivo La Coruña | 2–0 (a.e.t.) | |
|---|---|---|
| Colotto |
Report | |
| Penalties | ||
| Sergio Mista Guardado Verdú |
3–2 | |
Brann 2–2 Deportivo La Coruña on aggregate. Deportivo La Coruña won 3–2 on penalties.
| Vaslui | 1–1 | |
|---|---|---|
| Burdujan |
Report | Brabec |
Slavia Prague 1–1 Vaslui on aggregate. Slavia Prague won on away goals.
| Spartak Moscow | 1–1 | |
|---|---|---|
| Bazhenov |
Report | Otepka |
Spartak Moscow won 2–1 on aggregate.
| Metalist Kharkiv | 4–1 | |
|---|---|---|
| Jajá Dević Gancarczyk |
Report | Nobre |
Metalist Kharkiv won 4–2 on aggregate.
| Vitória de Guimarães | 2–2 (a.e.t.) | |
|---|---|---|
| Douglas Alves |
Report | Crouch |
Portsmouth won 4–2 on aggregate.
Paris Saint-Germain won 2–1 on aggregate.
| Red Bull Salzburg | 0–2 | |
|---|---|---|
| Report | Kanouté |
Sevilla won 4–0 on aggregate.
| Rapid București | 1–1 | |
|---|---|---|
| Maftei |
Report | Grafite |
Wolfsburg won 2–1 on aggregate.
Sampdoria won 7–1 on aggregate.
Valencia won 3–1 on aggregate.
| Sparta Prague | 3–3 | |
|---|---|---|
| Kulič Kladrubský |
Report | Morales Lovren Badelj |
Dinamo Zagreb 3–3 Sparta Prague on aggregate. Dinamo Zagreb won on away goals.
| Manchester City | 2–1 | |
|---|---|---|
| Elano Wright-Phillips |
Report | Alabi |
Manchester City won 4–2 on aggregate.
| Club Brugge | 2–0 | |
|---|---|---|
| Akpala Sonck |
Report |
Club Brugge won 4–2 on aggregate.
| Motherwell | 0–2 | |
|---|---|---|
| Report | Fortuné Gavanon |
Nancy won 3–0 on aggregate.
Standard Liège won 4–3 on aggregate.
| Benfica | 2–0 | |
|---|---|---|
| Reyes Nuno Gomes |
Report |
Benfica won 4–3 on aggregate.
| Galatasaray | 2–1 | |
|---|---|---|
| Baroš Yıldız |
Sermeter |
Galatasaray won 6–4 on aggregate.
NEC won 1–0 on aggregate.
| Honka | 0–1 | |
|---|---|---|
| Report | Bedia |
Racing Santander won 2–0 on aggregate.