1. Round | 15/03/2009 | FK Tom Tomsk | - | Krylia Sovetov | 0:1 | ||||
2. Round | 21/03/2009 | Krylia Sovetov | - | FK Amkar Perm | 1:0 | ||||
3. Round | 05/04/2009 | Lokomotiv Moskva | - | Krylia Sovetov | 2:1 | ||||
7. Round | 03/05/2009 | Krylia Sovetov | - | CSKA Moskva | 1:3 | ||||
9. Round | 17/05/2009 | Krylia Sovetov | - | Kuban Krasnodar (1928-2018) | 1:0 | ||||
10. Round | 24/05/2009 | Spartak Nalchik | - | Krylia Sovetov | 0:1 | ||||
11. Round | 30/05/2009 | Krylia Sovetov | - | FK Moskva | 1:1 | ||||
12. Round | 13/06/2009 | Terek Grozny | - | Krylia Sovetov | 3:2 |