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Matchday 5 - 17 December 2008
| Group | Home | Away | ||
|---|---|---|---|---|
| E | Portsmouth | 20:45 | Heerenveen | More » |
| E | Milan | 20:45 | Wolfsburg | More » |
| F | Hamburg | 20:45 | Aston Villa | More » |
| F | Ajax | 20:45 | Slavia Praha | More » |
| G | Club Brugge | 20:45 | København | More » |
| G | St Etienne | 20:45 | Valencia | More » |
| H | Deportivo | 20:45 | Nancy | More » |
| H | Feyenoord | 20:45 | Lech | More » |
Matchday 5 - 18 December 2008
| Group | Home | Away | ||
|---|---|---|---|---|
| A | PSG | 20:45 | Twente | More » |
| A | Racing | 20:45 | Man. City | More » |
| B | Olympiacos | 20:45 | Hertha | More » |
| B | Benfica | 20:45 | Metalist | More » |
| C | Sampdoria | 20:45 | Sevilla | More » |
| C | Stuttgart | 20:45 | Standard | More » |
| D | NEC | 20:45 | Udinese | More » |
| D | Tottenham | 20:45 | Spartak Moskva | More » |
