5. Round
05/08/2008 09:00 Smena Komsomolsk - Rubin Kazan 3:5 pso
06/08/2008 09:00 SKA-Energiya Khabarovsk - FK Amkar Perm 1:4 pso
13:00 Sibir Novosibirsk - Zenit St. Petersburg 1:0
14:00 Anzhi Makhachkala - Terek Grozny 2:3
14:00 Gazovik Orenburg - Krylia Sovetov 3:5 pso
15:00 FK Kamaz - FK Tom Tomsk 1:5
15:00 Spartak Vladikavkaz - FK Moskva 1:3
15:00 FK Nizhniy Novgorod (old) - FK Saturn 3:2 pso
15:00 Vityaz Podolsk - Spartak Nalchik 2:1
15:00 FK SKA Rostov - FK Khimki 3:2 aet
15:00 Torpedo Vladimir - CSKA Moskva 1:4
15:00 Metallurg Lipetsk - Lokomotiv Moskva 0:2
15:30 Dinamo Bryansk - Spartak Moskva 1:2
16:00 Salyut-Energiya Belgorod - Shinnik Yaroslavl 0:1
16:30 Baltika Kaliningrad - Luch-Energiya Vladivostok 3:0
17:00 Kuban Krasnodar (1928-2018) - Dinamo Moskva 0:1
Round of 16
23/09/2008 16:00 Dinamo Moskva - FK SKA Rostov 2:0
24/09/2008 12:00 FK Tom Tomsk - FK Nizhniy Novgorod (old) 4:1 pso
15:00 Krylia Sovetov - Sibir Novosibirsk 0:2
15:00 Lokomotiv Moskva - Vityaz Podolsk 1:0
15:00 FK Moskva - Terek Grozny 3:0
15:30 Shinnik Yaroslavl - Spartak Moskva 1:2
16:00 CSKA Moskva - Baltika Kaliningrad 1:0
16:00 Rubin Kazan - FK Amkar Perm 4:1 pso
Quarter-finals
15/04/2009 16:00 Rubin Kazan - Sibir Novosibirsk 2:0
17:00 Spartak Moskva - Dinamo Moskva 0:3
22/04/2009 16:00 Lokomotiv Moskva - CSKA Moskva 0:1
17:00 FK Moskva - FK Tom Tomsk 2:1
Semi-finals
06/05/2009 15:30 FK Moskva - Rubin Kazan 0:1
13/05/2009 16:30 Dinamo Moskva - CSKA Moskva 5:6 pso
Final
31/05/2009 11:00 Rubin Kazan - CSKA Moskva 0:1