| 6. Round | 29/04/2000 | Krylia Sovetov | - | Rotor Volgograd (1929-2005) | 0:1 | ||||
| 7. Round | 06/05/2000 | Anzhi Makhachkala | - | Krylia Sovetov | 1:0 | ||||
| 8. Round | 12/05/2000 | Krylia Sovetov | - | Lok. Nizhni Novgorod | 2:1 | ||||
| 9. Round | 16/05/2000 | Dinamo Moskva | - | Krylia Sovetov | 2:0 | ||||
| 12. Round | 11/06/2000 | Krylia Sovetov | - | Torpedo Moskva | 3:2 | ||||
| 13. Round | 18/06/2000 | Zenit St. Petersburg | - | Krylia Sovetov | 3:0 | ||||
| 14. Round | 22/06/2000 | Krylia Sovetov | - | Rostselmash Rostov | 0:3 | ||||
| 30. Round | 11/11/2000 | Uralan Elista | - | Krylia Sovetov | 0:1 |
Georgia