21. Round | 20/08/1999 | Krylia Sovetov | - | Zhemchuzhina Sochi | 4:2 | ||||
25. Round | 24/09/1999 | Alania Vladikavkaz | - | Krylia Sovetov | 1:1 | ||||
26. Round | 01/10/1999 | Krylia Sovetov | - | Uralan Elista | 0:1 | ||||
27. Round | 15/10/1999 | Shinnik Yaroslavl | - | Krylia Sovetov | 1:2 | ||||
28. Round | 22/10/1999 | Krylia Sovetov | - | Zenit St. Petersburg | 3:2 | ||||
30. Round | 07/11/1999 | Krylia Sovetov | - | CSKA Moskva | 1:1 |