| 2. Round | 10/04/2009 | Halmstads BK | - | Trelleborgs FF | 1:1 | ||||
| 3. Round | 16/04/2009 | Trelleborgs FF | - | GAIS Göteborg | 3:0 | ||||
| 4. Round | 19/04/2009 | Malmö FF | - | Trelleborgs FF | 1:1 |  |
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| 5. Round | 22/04/2009 | BK Häcken | - | Trelleborgs FF | 1:0 | ||||
| 8. Round | 11/05/2009 | Kalmar FF | - | Trelleborgs FF | 2:0 | ||||
| 14. Round | 13/07/2009 | Trelleborgs FF | - | Örebro SK | 0:1 |
Sweden