Matches will be played over two legs on 24/25 February and 10/11 March. In the ceremony staged at UEFA headquarters in Nyon, Switzerland, the eight winners of the group-stage pools were paired with teams that finished second. No clubs from the same association could be pitted together, while sides that met in the group stage were also kept apart. The draw for the remaining rounds will be made on 20 March, with this season's final taking place in Rome on 27 May.
First leg : 24 & 25 February 2009
Second leg : 10 & 11 March 2009
Chelsea FC (ENG) v Juventus (ITA)
Villarreal CF (ESP) v Panathinaikos FC (GRE)
Sporting Clube de Portugal (POR) v FC Bayern München (GER)
Club Atlético de Madrid (ESP) v FC Porto (POR)
Olympique Lyonnais (FRA) v FC Barcelona (ESP)
Real Madrid CF (ESP) v Liverpool FC (ENG)
Arsenal FC (ENG) v AS Roma (ITA)
FC Internazionale Milano (ITA) v Manchester United FC (ENG)
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