1. Round | 15/03/2009 | Terek Grozny | - | Spartak Nalchik | 1:0 | ||||
2. Round | 21/03/2009 | FK Moskva | - | Terek Grozny | 0:0 | ||||
4. Round | 11/04/2009 | Terek Grozny | - | Rubin Kazan | 1:2 | ||||
9. Round | 16/05/2009 | Lokomotiv Moskva | - | Terek Grozny | 4:0 | ||||
10. Round | 23/05/2009 | Terek Grozny | - | FK Khimki | 2:0 | ||||
11. Round | 30/05/2009 | FK Rostov | - | Terek Grozny | 1:1 | ||||
12. Round | 13/06/2009 | Terek Grozny | - | Krylia Sovetov | 3:2 | ||||
13. Round | 11/07/2009 | Terek Grozny | - | CSKA Moskva | 1:1 | ||||
14. Round | 19/07/2009 | Terek Grozny | - | Zenit St. Petersburg | 3:2 | ||||
15. Round | 26/07/2009 | Kuban Krasnodar (1928-2018) | - | Terek Grozny | 1:1 | ||||
16. Round | 01/08/2009 | Terek Grozny | - | FK Moskva | 1:2 | ||||
18. Round | 16/08/2009 | Rubin Kazan | - | Terek Grozny | 4:0 | ||||
19. Round | 23/08/2009 | Terek Grozny | - | Spartak Moskva | 2:3 | ||||
20. Round | 29/08/2009 | FK Saturn | - | Terek Grozny | 3:0 | ||||
21. Round | 13/09/2009 | Terek Grozny | - | FK Tom Tomsk | 4:0 | ||||
22. Round | 20/09/2009 | FK Amkar Perm | - | Terek Grozny | 1:0 |