2008/09 UEFA Cup first round AC Milan (ITA) v FC Zürich (SUI) |
| FC Timişoara (ROU) v FK Partizan (SRB) |
| Hertha BSC Berlin (GER) v Saint Patrick’s Athletic FC (IRL) |
| FC Baník Ostrava (CZE) v FC Spartak Moskva (RUS) |
| FC Metalist Kharkiv (UKR) v Beşiktaş JK (TUR) |
| Portsmouth FC (ENG) v Vitória SC (POR) |
| Kayserispor (TUR) v Paris Saint-Germain FC (FRA) |
| Sevilla FC (ESP) v FC Salzburg (AUT) |
| VfL Wolfsburg (GER) v FC Rapid Bucureşti (ROU) |
| UC Sampdoria (ITA) v FBK Kaunas (LTU) |
| CS Marítimo (POR) v Valencia CF (ESP) |
| NK Dinamo Zagreb (CRO) v AC Sparta Praha (CZE) |
| Manchester City FC (ENG) v AC Omonia (CYP) |
| BSC Young Boys (SUI) v Club Brugge KV (BEL) |
| AS Nancy-Lorraine (FRA) v Motherwell FC (SCO) |
| Everton FC (ENG) v R. Standard de Liège (BEL) |
| SSC Napoli (ITA) v SL Benfica (POR) |
| AC Bellinzona (SUI) v Galatasaray AŞ (TUR) |
| NEC Nijmegen (NED) v FC Dinamo 1948 Bucureşti (ROU) |
| Real Racing Club Santander (ESP) v FC Honka Espoo (FIN) |
| APOEL FC (CYP) v FC Schalke 04 (GER) |
| PFC Litex Lovech (BUL) v Aston Villa FC (ENG) |
| FK Austria Wien (AUT) v KKS Lech Poznań (POL) |
| Vitória FC (POR) v SC Heerenveen (NED) |
| SK Brann (NOR) v RC Deportivo La Coruña (ESP) |
| SK Slavia Praha (CZE) v SC Vaslui (ROU) |
| NK Slaven Koprivnica (CRO) v PFC CSKA Moskva (RUS) |
| Brøndby IF (DEN) v Rosenborg BK (NOR) |
| PFC Cherno More Varna (BUL) v VfB Stuttgart (GER) |
| Stade Rennais FC (FRA) v FC Twente (NED) |
| AFC Ajax (NED) v FK Borac (SRB) |
| Tottenham Hotspur FC (ENG) v Wisla Kraków (POL) |
| FC København (DEN) v FC Moskva (RUS) |
| MŠK Žilina (SVK) v PFC Levski Sofia (BUL) |
| BV Borussia Dortmund (GER) v Udinese Calcio (ITA) |
| SC Braga (POR) v FC Artmedia Petržalka (SVK) |
| Feyenoord (NED) v Kalmar FF (SWE) |
| Hamburger SV (GER) v AFC Unirea Urziceni (ROU) |
| Hapoel Tel-Aviv FC (ISR) v AS Saint-Etienne (FRA) |
| FC Nordsjælland (DEN) v Olympiacos CFP (GRE) |
