| 1. Jornada | 15.03.2009 | FK Tom Tomsk | - | Krylia Sovetov | 0:1 | ||||
| 2. Jornada | 21.03.2009 | Krylia Sovetov | - | FK Amkar Perm | 1:0 | ||||
| 3. Jornada | 05.04.2009 | Lokomotiv Moskva | - | Krylia Sovetov | 2:1 | ||||
| 7. Jornada | 03.05.2009 | Krylia Sovetov | - | CSKA Moscú | 1:3 | ||||
| 9. Jornada | 17.05.2009 | Krylia Sovetov | - | Kuban Krasnodar (1928-2018) | 1:0 | ||||
| 10. Jornada | 24.05.2009 | Spartak Nalchik | - | Krylia Sovetov | 0:1 | ||||
| 11. Jornada | 30.05.2009 | Krylia Sovetov | - | FK Moskva | 1:1 | ||||
| 12. Jornada | 13.06.2009 | Terek Grozny | - | Krylia Sovetov | 3:2 |
Colombia