4. Round
21/08/2019 10:00 FK Chita - Luch Vladivostok 0:1 (0:1)
14:00 Alania Vladikavkaz - Rotor Volgograd 2:1 (1:1)
15:00 FK Ararat Moskva - FK Nizhny Novgorod 0:3 (0:2)
16:00 Veles Moskva - Torpedo Moskva 5:6 (1:1, 2:2, 3:3) pso
16:00 Chernomorets Novorossisk - FK Torpedo Armavir 3:0 (1:0)
16:00 Inter Cherkessk - FK Chayka 2:5 (1:3)
16:00 Akron Tolyatti - Mordovia Saransk 3:5 (0:0, 1:1, 1:1) pso
16:30 FK Leningradets - Baltika Kaliningrad 1:2 (0:1)
16:30 FK Ryazan - FK Chertanovo 1:4 (0:2)
16:30 Shinnik Yaroslavl - Tekstilshchik Ivanovo 1:0 (1:0)
16:30 Salyut Belgorod - Fakel Voronezh 1:3 (1:1)
16:30 FK Kamaz - FK Neftekhimik 2:0 (0:0)
17:00 FK Khimki - Avangard Kursk 4:1 (3:1)
03/09/2019 09:00 FK Sakhalin - SKA-Khabarovsk 0:2 (0:1)
14:00 Irtysh Omsk - FK Tom Tomsk 0:2 (0:1)
15:00 FK Tyumen - Enisey Krasnoyarsk 0:1 (0:0)
5. Round
25/09/2019 10:00 SKA-Khabarovsk - Akhmat Grozny 2:4 (0:0, 1:1, 2:2) pso
10:00 Luch Vladivostok - Dinamo Moskva 1:0 (1:0)
13:00 FK Tom Tomsk - FK Tambov 4:0 (2:0)
13:30 Enisey Krasnoyarsk - Zenit St. Petersburg 1:2 (1:0)
16:00 FK Chayka - FK Ufa 0:1 (0:1)
16:00 Alania Vladikavkaz - CSKA Moskva 1:3 (1:2)
16:30 Shinnik Yaroslavl - FK Sochi 5:4 (0:0, 0:0, 0:0) pso
16:30 FK Kamaz - Spartak Moskva 1:2 (1:1)
16:30 Mordovia Saransk - FK Rostov 0:2 (0:0)
17:00 FK Chertanovo - FK Orenburg 0:2 (0:0, 0:0) aet
17:00 FK Khimki - Rubin Kazan 3:0 (1:0)
17:00 FK Nizhny Novgorod - FK Krasnodar 1:0 (0:0)
17:00 Fakel Voronezh - Arsenal Tula 1:2 (1:1)
17:00 Chernomorets Novorossisk - FK Ural 0:2 (0:0)
17:30 Torpedo Moskva - Krylia Sovetov 2:0 (2:0)
19:30 Baltika Kaliningrad - Lokomotiv Moskva 4:1 (0:1, 1:1, 1:1) pso
Round of 16
30/10/2019 14:00 FK Ural - Arsenal Tula 5:4 (2:2, 2:2, 2:2) pso
15:00 Akhmat Grozny - Luch Vladivostok 5:1 (2:0)
16:00 FK Nizhny Novgorod - Shinnik Yaroslavl 0:3 (0:2, 2:2, 2:2) pso
16:00 CSKA Moskva - FK Ufa 1:0 (0:0)
17:00 Zenit St. Petersburg - FK Tom Tomsk 4:0 (1:0)
31/10/2019 13:00 FK Orenburg - FK Khimki 1:2 (0:2)
16:30 Torpedo Moskva - Baltika Kaliningrad 1:0 (0:0)
16:30 Spartak Moskva - FK Rostov 2:1 (1:0)
Quarter-finals
04/03/2020 15:00 Akhmat Grozny - Zenit St. Petersburg 1:2 (0:0, 1:1) aet
16:30 Spartak Moskva - CSKA Moskva 3:2 (2:2, 2:2) aet
05/03/2020 16:30 FK Khimki - Torpedo Moskva 5:1 (1:0)
24/06/2020 15:00 Shinnik Yaroslavl - FK Ural 0:2 (0:1)
Semi-finals
19/07/2020 11:00 FK Khimki - FK Ural 3:1 (3:0)
16:30 Zenit St. Petersburg - Spartak Moskva 2:1 (2:1)
Final
25/07/2020 15:00 FK Khimki - Zenit St. Petersburg 0:1 (0:0)