The first round of the2008–09 UEFA Cup was played from 16 September to 2 October 2008, which narrowed clubs down to 40 teams in preparation for the group stage.[1]
Times areCEST (UTC+2), as listed by UEFA.
32 teams entered the tournament at the first round, along with the 32 winners from the previous round and the 16 losers from theChampions League third qualifying round.[2][3]
| Key to colours |
|---|
| Winners of first round advanced togroup stage |
Notes
The 80 teams were split into eight groups of ten teams; five seeded teams and five unseeded teams.[4] The draw was based on their coefficient ranking with one exception: no country can have multiple teams in any group. Teams ranked 108 or higher were seeded, as were unranked teams from England and Spain. The draw, which was conducted by UEFA General SecretaryDavid Taylor, was held on 29 August 2008 at 13:00 CET in Monaco.
| Group 1 | Group 2 | Group 3 | Group 4 | ||||
|---|---|---|---|---|---|---|---|
| Seeded | Unseeded | Seeded | Unseeded | Seeded | Unseeded | Seeded | Unseeded |
| Group 5 | Group 6 | Group 7 | Group 8 | ||||
| Seeded | Unseeded | Seeded | Unseeded | Seeded | Unseeded | Seeded | Unseeded |
The matches were played on 18 September and 2 October 2008.
Nine of the 40 ties were won by the unseeded team. The nine seeded losing teams, with their ranking, were:Everton (50),Rapid București (58),Beşiktaş (60),Sparta Prague (68),Dinamo București (69),Levski Sofia (80),Austria Wien (82),Rennes (97) andHapoel Tel Aviv (108).
| Team 1 | Agg. Tooltip Aggregate score | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| Milan | 4–1 | 3–1 | 1–0 | |
| Timișoara | 1–3 | 1–2 | 0–1 | |
| Hertha BSC | 2–0 | 2–0 | 0–0 | |
| Baník Ostrava | 1–2 | 0–1 | 1–1 | |
| Beşiktaş | 2–4[a] | 1–0 | 1–4 | |
| Portsmouth | 4–2 | 2–0 | 2–2 (a.e.t.) | |
| Kayserispor | 1–2 | 1–2 | 0–0 | |
| Sevilla | 4–0 | 2–0 | 2–0 | |
| VfL Wolfsburg | 2–1 | 1–0 | 1–1 | |
| Sampdoria | 7–1 | 5–0 | 2–1 | |
| Marítimo | 1–3 | 0–1 | 1–2 | |
| Dinamo Zagreb | 3–3 (a) | 0–0 | 3–3 | |
| Omonia | 2–4[a] | 1–2 | 1–2 | |
| Young Boys | 2–4 | 2–2 | 0–2 | |
| Nancy | 3–0 | 1–0 | 2–0 | |
| Everton | 3–4 | 2–2 | 1–2 | |
| Napoli | 3–4 | 3–2 | 0–2 | |
| Bellinzona | 4–6 | 3–4 | 1–2 | |
| NEC | 1–0 | 1–0 | 0–0 | |
| Racing Santander | 2–0 | 1–0 | 1–0 | |
| APOEL | 2–5 | 1–4 | 1–1 | |
| Litex Lovech | 2–4 | 1–3 | 1–1 | |
| Austria Wien | 4–5 | 2–1 | 2–4 (a.e.t.) | |
| Vitória de Setúbal | 3–6 | 1–1 | 2–5 | |
| Brann | 2–2 (2–3p) | 2–0 | 0–2 (a.e.t.) | |
| Slavia Prague | 1–1 (a) | 0–0 | 1–1 | |
| Slaven Belupo | 1–3 | 1–2 | 0–1 | |
| Brøndby | 3–5 | 1–2 | 2–3 | |
| Cherno More | 3–4 | 1–2 | 2–2 | |
| Rennes | 2–2 (a) | 2–1 | 0–1 | |
| Borac Čačak | 1–6[a] | 1–4 | 0–2 | |
| Tottenham Hotspur | 3–2 | 2–1 | 1–1 | |
| FC Moscow | 2–3[a] | 1–2 | 1–1 | |
| Žilina | 2–1 | 1–1 | 1–0 | |
| Borussia Dortmund | 2–2 (3–4p) | 0–2 | 2–0 (a.e.t.) | |
| Braga | 6–0 | 4–0 | 2–0 | |
| Feyenoord | 2–2 (a) | 0–1 | 2–1 | |
| Hamburger SV | 2–0 | 0–0 | 2–0 | |
| Hapoel Tel Aviv | 2–4 | 1–2 | 1–2 | |
| Nordsjælland | 0–7 | 0–2 | 0–5 |
| Zürich | 0–1 | |
|---|---|---|
| Report |
|
Milan won 4–1 on aggregate.
Partizan won 3–1 on aggregate.
Hertha BSC won 2–0 on aggregate.
Spartak Moscow won 2–1 on aggregate.
| Metalist Kharkiv | 4–1 | |
|---|---|---|
| Report |
|
Metalist Kharkiv won 4–2 on aggregate.
| Vitória de Guimarães | 2–2 (a.e.t.) | |
|---|---|---|
| Report |
|
Portsmouth won 4–2 on aggregate.
Paris Saint-Germain won 2–1 on aggregate.
Sevilla won 4–0 on aggregate.
VfL Wolfsburg won 2–1 on aggregate.
Sampdoria won 7–1 on aggregate.
Valencia won 3–1 on aggregate.
| Sparta Prague | 3–3 | |
|---|---|---|
| Report |
3–3 on aggregate; Dinamo Zagreb won on away goals.
| Omonia | 1–2 | |
|---|---|---|
| Report |
|
| Manchester City | 2–1 | |
|---|---|---|
| Report |
|
Manchester City won 4–2 on aggregate.
Club Brugge won 4–2 on aggregate.
Nancy won 3–0 on aggregate.
Standard Liège won 4–3 on aggregate.
| Benfica | 2–0 | |
|---|---|---|
| Report |
Benfica won 4–3 on aggregate.
| Bellinzona | 3–4 | |
|---|---|---|
| Report |
Galatasaray won 6–4 on aggregate.
NEC won 1–0 on aggregate.
Racing Santander won 2–0 on aggregate.
| APOEL | 1–4 | |
|---|---|---|
| Report |
|
| Schalke 04 | 1–1 | |
|---|---|---|
| Report |
|
Schalke 04 won 5–2 on aggregate.
Aston Villa won 4–2 on aggregate.
| Austria Wien | 2–1 | |
|---|---|---|
| Report |
|
| Lech Poznań | 4–2 (a.e.t.) | |
|---|---|---|
| Report |
|
Lech Poznań won 5–4 on aggregate.
| Heerenveen | 5–2 | |
|---|---|---|
| Report |
Heerenveen won 6–3 on aggregate.
2–2 on aggregate; Deportivo La Coruña won 3–2 on penalties.
| Vaslui | 1–1 | |
|---|---|---|
| Report |
|
1–1 on aggregate; Slavia Prague won on away goals.
| Slaven Belupo | 1–2 | |
|---|---|---|
| Report |
|
CSKA Moscow won 3–1 on aggregate.
Rosenborg won 5–3 on aggregate.
| Cherno More | 1–2 | |
|---|---|---|
| Report |
|
| VfB Stuttgart | 2–2 | |
|---|---|---|
| Report |
VfB Stuttgart won 4–3 on aggregate.
2–2 on aggregate; Twente won on away goals.
Ajax won 6–1 on aggregate.
Tottenham Hotspur won 3–2 on aggregate.
| FC Moscow | 1–2 | |
|---|---|---|
| Report |
|
Copenhagen won 3–2 on aggregate.
Žilina won 2–1 on aggregate.
2–2 on aggregate; Udinese won 4–3 on penalties.
Braga won 6–0 on aggregate.
2–2 on aggregate; Feyenoord won on away goals.
| Unirea Urziceni | 0–2 | |
|---|---|---|
| Report |
|
Hamburger SV won 2–0 on aggregate.
| Saint-Étienne | 2–1 | |
|---|---|---|
| Report |
|
Saint-Étienne won 4–2 on aggregate.
Olympiacos won 7–0 on aggregate.