1. Round | 02/04/1999 | Shinnik Yaroslavl | - | Chernomorets Novorossisk | 1:0 | ||||
2. Round | 10/04/1999 | Chernomorets Novorossisk | - | FK Saturn | 1:1 | ||||
3. Round | 16/04/1999 | Zenit St. Petersburg | - | Chernomorets Novorossisk | 1:1 | ||||
4. Round | 24/04/1999 | Chernomorets Novorossisk | - | Zhemchuzhina Sochi | 3:0 | ||||
5. Round | 01/05/1999 | Spartak Moskva | - | Chernomorets Novorossisk | 2:0 |