| 1. Round | 02/10/2008 | AFC Ajax | - | Borac Čačak | 2:0 | ||||
| Group F | 27/11/2008 | Hamburger SV | - | AFC Ajax | 0:1 |  |
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| 3. Round | 26/02/2009 | AFC Ajax | - | ACF Fiorentina | 1:1 | |
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| Round of 16 | 12/03/2009 | Olympique Marseille | - | AFC Ajax | 2:1 | ||||
| Round of 16 | 18/03/2009 | AFC Ajax | - | Olympique Marseille | 2:2 aet |  |
Cameroon