The 2008–09 Russian Cup was the seventeenth season of the Russian football knockout tournament since the dissolution of Soviet Union. The competition started on 16 April 2008 and finished with the final held on 31 May 2009. The defending champions were CSKA Moscow.

Preliminary round

This round featured 20 Second Division teams and 2 amateur teams. The games were played between 16 and 27 April 2008.

Section West

Section Center

Section South

Section Ural-Povolzhye

Note: Roman numerals in brackets denote the league tier the clubs participate in during the 2008 season.

First round

In this round entered 11 winners from the previous round as well as 57 other Second Division teams, what made every team competing in this round Second Division one. The matches were played between 29 April and 18 May 2008.

Section West

Section Center

Section South

Section Ural-Povolzhye

Section East

Second round

In this round entered 34 winners from the First Round and the 6 remaining Second Division teams. The matches were played between 21 and 29 May 2008.

Section West

Section Center

Section South

Section Ural-Povolzhye

Section East

Third round

The winners from the previous round entered this round. The matches were played between 7 and 13 June 2008.

Section West

Section Center

Section South

Section Ural-Povolzhye

Section East

Fourth round

In this round entered winners from the previous round as well as 22 First Division teams. The matches were played on 30 June and 1 July 2008. Note: Roman numerals in brackets denote the league tier the clubs participated in during the 2008 season.

Fifth round

All 16 Premier League teams entered the competition in this round together with 16 winners from the previous round. The matches were played on 5 and 6 August 2008. Note: Roman numerals in brackets denote the league tier the clubs participated in during the 2008 season.

Sixth round

The winners from the previous round entered the Sixth Round. The matches were played on 23 and 24 September 2008. Note: Roman numerals in brackets denote the league tier the clubs participated in during the 2008 season.

Quarter-finals

The matches were played on 15 and 22 April 2009. Note: Roman numerals in brackets denote the league tier the clubs participated in during the 2009 season.

Semi-finals

The matches were played on 6 and 13 May 2009.

Final

The final was played on 31 May 2009. Played in the earlier stages, but were not on the final game squad: FC Rubin Kazan: 🇧🇷 Gabriel (DF), 🇧🇷 Jefthon (DF), Vitali Kaleshin (DF), Dato Kvirkvelia (DF), Igor Klimov (DF), Mikhail Mischenko (DF), Aleksei Popov (DF), Lasha Salukvadze (DF), 🇺🇿 Andrei Fyodorov (DF), 🇺🇿 Vadim Afonin (MF), 🇺🇿 Vagiz Galiullin (MF), Andrei Gorbanets (MF), Andrei Kobenko (MF), Aleksei Kotlyarov (MF), Sergei Semak (MF), Ildar Bikchantayev (FW), 🇷🇸 Savo Milošević (FW), 🇺🇿 Davron Mirzayev (FW), Ruslan Nagayev (FW), Igor Portnyagin (FW). PFC CSKA Moscow: Anton Grigoryev (DF), 🇨🇿 Luboš Kalouda (MF), 🇧🇦 Elvir Rahimić (MF), 🇧🇷 Ricardo Jesus (FW), Dmitri Ryzhov (FW), 🇵🇱 Dawid Janczyk (FW).