| ENG34 | PORTSMOUTH FC | ||||||||
| season | cup | round | opponents | result | scorers | result | scorers | ||
| 08-09 | E3 | R1 | Vitória SC Guimarães | H | 2-0 | Diarra, Defoe | A | 2-2 * | Crouch (2) |
| R2 | Sporting Clube de Braga | A | 0-3 | ||||||
| R2 | AC Milan | H | 2-2 | Kaboul, Kanu | |||||
| R2 | VfL 1945 Wolfsburg | A | 2-3 | Defoe, Mvuemba | |||||
| R2 | SC Heerenveen | H | 3-0 | Crouch (2), H.Hreiðarsson | |||||
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