1999–2000 Russian Cup

The 1999–2000 Russian Cup was the eighth season of the Russian football knockout tournament since the dissolution of Soviet Union.

The tournament was won by Lokomotiv Moscow who beat CSKA Moscow in the final with 1–0 after extra time.

First round

 * colspan="3" style="background:#99CCCC;"|25 April 1999


 * colspan="3" style="background:#99CCCC;"|26 April 1999
 * colspan="3" style="background:#99CCCC;"|26 April 1999


 * colspan="3" style="background:#99CCCC;"|28 April 1999
 * colspan="3" style="background:#99CCCC;"|28 April 1999


 * colspan="3" style="background:#99CCCC;"|29 April 1999
 * colspan="3" style="background:#99CCCC;"|29 April 1999


 * }

Second round

 * colspan="3" style="background:#99CCCC;"|7 May 1999


 * colspan="3" style="background:#99CCCC;"|8 May 1999
 * colspan="3" style="background:#99CCCC;"|8 May 1999


 * colspan="3" style="background:#99CCCC;"|9 May 1999
 * colspan="3" style="background:#99CCCC;"|9 May 1999


 * }

Third round

 * colspan="3" style="background:#99CCCC;"|21 May 1999


 * colspan="3" style="background:#99CCCC;"|25 May 1999
 * colspan="3" style="background:#99CCCC;"|25 May 1999


 * colspan="3" style="background:#99CCCC;"|26 May 1999
 * colspan="3" style="background:#99CCCC;"|26 May 1999


 * }

Fourth round

 * colspan="3" style="background:#99CCCC;"|7 June 1999


 * }

Fifth round

 * colspan="3" style="background:#99CCCC;"|28 June 1999


 * }

Round of 32

 * colspan="3" style="background:#99CCCC;"|18 July 1999


 * colspan="3" style="background:#99CCCC;"|12 October 1999
 * colspan="3" style="background:#99CCCC;"|12 October 1999


 * colspan="3" style="background:#99CCCC;"|30 October 1999
 * colspan="3" style="background:#99CCCC;"|30 October 1999


 * }

Round of 16

 * colspan="3" style="background:#99CCCC;"|13 November 1999


 * colspan="3" style="background:#99CCCC;"|14 November 1999
 * colspan="3" style="background:#99CCCC;"|14 November 1999


 * colspan="3" style="background:#99CCCC;"|21 March 2000
 * colspan="3" style="background:#99CCCC;"|21 March 2000


 * }

Quarter-finals

 * colspan="3" style="background:#99CCCC;"|4 April 2000


 * colspan="3" style="background:#99CCCC;"|5 April 2000
 * colspan="3" style="background:#99CCCC;"|5 April 2000


 * colspan="3" style="background:#99CCCC;"|11 April 2000
 * colspan="3" style="background:#99CCCC;"|11 April 2000


 * colspan="3" style="background:#99CCCC;"|12 April 2000
 * colspan="3" style="background:#99CCCC;"|12 April 2000


 * }

Semi-finals

 * colspan="3" style="background:#99CCCC;"|3 May 2000


 * colspan="3" style="background:#99CCCC;"|4 May 2000
 * colspan="3" style="background:#99CCCC;"|4 May 2000


 * }