# 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

| Team 1 | Score | Team 2 |
| 25 April 1999 |||
| Iskra Engels | 2–1 | FC Balakovo |
| 26 April 1999 |||
| Beshtau Lermontov | 1–1 (a.e.t.) (3–2 p) | Nart Nartkala |
| 28 April 1999 |||
| Zvezda Irkutsk | 3–2 (a.e.t.) | Selenga Ulan-Ude |
| Uralmash Yekaterinburg | 0–2 | Zenit Chelyabinsk |
| Reformatsiya Abakan | 2–0 | Sibiryak Bratsk |
| Okean Nakhodka | 0–1 | Luch Vladivostok |
| Neftyanik Pokhvistnevo | 3–2 | Sodovik Sterlitamak |
| Neftekhimik Nizhnekamsk | 1–0 | KAMAZ Naberezhnye Chelny |
| Metallurg-Metisnik Magnitogorsk | 1–1 (a.e.t.) (2–1 p) | UralAZ Miass |
| Kuzbass Kemerovo | 0–0 (a.e.t.) (3–4 p) | Zarya Leninsk-Kuznetsky |
| Irtysh Tobolsk | 2–0 | FC Kurgan |
| Gazovik Orenburg | 0–1 | Nosta Novotroitsk |
| Energiya Chaykovsky | 1–2 (a.e.t.) | Dynamo Izhevsk |
| Dynamo Perm | 1–0 | Uralets Nizhny Tagil |
| Dynamo Barnaul | 1–3 | Metallurg Novokuznetsk |
| Chkalovets Novosibirsk | w/o | Samotlor-XXI Nizhnevartovsk |
| Amur-Energiya Blagoveshchensk | 3–2 | SKA-Khabarovsk |
| Irtysh Omsk | 0–1 | Dynamo Omsk |
| 29 April 1999 |||
| Arsenal-2 Tula | 0–0 (a.e.t.) (3–5 p) | Don Novomoskovsk |

## Second round

| Team 1 | Score | Team 2 |
| 7 May 1999 |||
| Zenit Penza | 1–0 | Salyut Saratov |
| Metallurg Vyksa | 3–1 | FC Arzamas |
| Lada-Tolyatti | 1–0 | Volga Ulyanovsk |
| Khimik Dzerzhinsk | 1–0 (a.e.t.) | Torpedo Pavlovo |
| Iskra Engels | 1–0 | Torpedo Volzhsky |
| Energiya Ulyanovsk | 1–0 | Diana Volzhsk |
| Energetik Uren | 2–0 | Dynamo-Mashinostroitel Kirov |
| Biokhimik-Mordovia Saransk | 0–0 (a.e.t.) (7–6 p) | Svetotekhnika Saransk |
| 8 May 1999 |||
| Venets Gulkevichi | 1–2 | Torpedo Taganrog |
| Torpedo Vladimir | 1–3 | Spartak-Chukotka Moscow |
| Titan Zheleznodorozhny | 0–2 | Avtomobilist Noginsk |
| Sportakademklub Moscow | 3–0 | Volga Tver |
| Spartak-Peresvet Bryansk | 0–1 | Mosenergo Moscow |
| Spartak Tambov | 1–0 (a.e.t.) | Lokomotiv Liski |
| Spartak Shchyolkovo | 0–1 | Kosmos Elektrostal |
| Spartak Ryazan | 2–0 | Spartak Lukhovitsy |
| SKA Rostov-on-Don | 2–0 | Shakhtyor Shakhty |
| Oazis Yartsevo | 2–1 | Energiya Velikiye Luki |
| Neftyanik Yaroslavl | 1–2 (a.e.t.) | FC Khimki |
| Kuban Krasnodar | 1–0 | Slavyansk Slavyansk-na-Kubani |
| Kavkazkabel Prokhladny | 1–2 | Beshtau Lermontov |
| FC Mozdok | 1–0 | Torpedo Georgiyevsk |
| FC Kolomna | 4–0 | Fabus Bronnitsy |
| Dynamo Vologda | 3–0 | Spartak Kostroma |
| Dynamo Saint Petersburg | 3–0 | Volochanin-89 Vyshny Volochyok |
| Dynamo Bryansk | 1–0 | FC Oryol |
| Druzhba Maykop | 3–0 | Vityaz Krymsk |
| Don Novomoskovsk | 2–1 | Lokomotiv Kaluga |
| Avtodor Vladikavkaz | 1–0 | Iriston Vladikavkaz |
| Avangard Kursk | 2–0 | Salyut-YUKOS Belgorod |
| Angusht Nazran | 3–0 | Dynamo Makhachkala |
| 9 May 1999 |||
| Zvezda Irkutsk | 2–0 | Reformatsiya Abakan |
| Zenit Chelyabinsk | 2–0 | Dynamo Perm |
| Zarya Leninsk-Kuznetsky | 2–2 (a.e.t.) (4–5 p) | Metallurg Novokuznetsk |
| Nosta Novotroitsk | 4–0 | Neftyanik Pokhvistnevo |
| Neftekhimik Nizhnekamsk | 3–0 | Dynamo Izhevsk |
| Luch Vladivostok | 1–4 | Amur-Energiya Blagoveshchensk |
| Irtysh Tobolsk | 1–3 | Metallurg-Metisnik Magnitogorsk |
| Dynamo Omsk | 1–0 | Samotlor-XXI Nizhnevartovsk |

## Third round

| Team 1 | Score | Team 2 |
| 21 May 1999 |||
| Zvezda Irkutsk | 3–2 (a.e.t.) | Amur-Energiya Blagoveshchensk |
| Zenit Chelyabinsk | 0–2 | Metallurg-Metisnik Magnitogorsk |
| Neftekhimik Nizhnekamsk | 1–1 (a.e.t.) (3–0 p) | Nosta Novotroitsk |
| Metallurg Novokuznetsk | 2–1 | Dynamo Omsk |
| 25 May 1999 |||
| Lada-Tolyatti | 2–0 | Biokhimik-Mordovia Saransk |
| Khimik Dzerzhinsk | 1–2 | Energiya Ulyanovsk |
| Iskra Engels | 4–0 | Zenit Penza |
| Energetik Uren | 1–0 | Metallurg Vyksa |
| 26 May 1999 |||
| Torpedo Taganrog | 0–1 | Druzhba Maykop |
| Sportakademklub Moscow | 1–3 | Dynamo Saint Petersburg |
| Spartak-Telekom Shuya | 0–3 | Spartak-Chukotka Moscow |
| SKA Rostov-on-Don | 1–2 | Kuban Krasnodar |
| Mosenergo Moscow | 1–0 (a.e.t.) | Oazis Yartsevo |
| FC Mozdok | 0–2 | Avtodor Vladikavkaz |
| FC Kolomna | 2–3 (a.e.t.) | Spartak Ryazan |
| FC Khimki | 4–3 | Dynamo Vologda |
| Don Novomoskovsk | 1–1 (a.e.t.) (3–1 p) | Dynamo Bryansk |
| Avtomobilist Noginsk | 0–1 | Kosmos Elektrostal |
| Avangard Kursk | 1–1 (a.e.t.) (4–3 p) | Spartak Tambov |
| Angusht Nazran | 3–1 | Beshtau Lermontov |

## Fourth round

| Team 1 | Score | Team 2 |
| 7 June 1999 |||
| Lada-Tolyatti | 3–0 | Iskra Engels |
| Energetik Uren | 3–0 | Energiya Ulyanovsk |
| Zvezda Irkutsk | 1–0 | Metallurg Novokuznetsk |
| Spartak-Chukotka Moscow | 1–0 (a.e.t.) | Spartak Ryazan |
| Mosenergo Moscow | 2–2 (a.e.t.) (4–3 p) | Kosmos Elektrostal |
| Metallurg-Metisnik Magnitogorsk | 0–3 | Neftekhimik Nizhnekamsk |
| FC Khimki | 2–0 | Dynamo Saint Petersburg |
| Druzhba Maykop | 2–0 (a.e.t.) | Kuban Krasnodar |
| Don Novomoskovsk | 3–0 | Avangard Kursk |
| Angusht Nazran | 0–1 | Avtodor Vladikavkaz |

## Fifth round

| Team 1 | Score | Team 2 |
| 28 June 1999 |||
| Zvezda Irkutsk | 1–2 | Tom Tomsk |
| Torpedo-ZIL Moscow | 0–1 | Spartak-Chukotka Moscow |
| Spartak Nalchik | 3–1 | Lada-Simbirsk Dimitrovgrad |
| Sokol Saratov | 8–1 | Druzhba Maykop |
| Rubin Kazan | 1–3 | Arsenal Tula |
| Neftekhimik Nizhnekamsk | 1–2 | Amkar Perm |
| Mosenergo Moscow | 2–1 | Spartak-Orekhovo |
| Metallurg Lipetsk | 2–0 | Energetik Uren |
| Metallurg Krasnoyarsk | 0–3 | Lokomotiv Chita |
| Lada-Tolyatti | 3–0 | Don Novomoskovsk |
| Gazovik Orenburg | 2–1 | FC Tyumen |
| FC Khimki | 1–2 (a.e.t.) | Lokomotiv Saint Petersburg |
| Fakel Voronezh | 2–1 | Torpedo-Viktoriya Nizhny Novgorod |
| Dynamo Stavropol | 4–0 | Volgar-Gazprom Astrakhan |
| Baltika Kaliningrad | 4–0 | Kristall Smolensk |
| Anzhi Makhachkala | 4–0 | Avtodor Vladikavkaz |

## Round of 32

| Team 1 | Score | Team 2 |
| 18 July 1999 |||
| Lada-Tolyatti | 0–2 | Spartak Moscow |
| 12 October 1999 |||
| Metallurg Lipetsk | 1–0 | Alania Vladikavkaz |
| Anzhi Makhachkala | 3–1 | Torpedo Moscow |
| Tom Tomsk | 0–5 | CSKA Moscow |
| Spartak Nalchik | 4–0 | Zhemchuzhina Sochi |
| Spartak-Chukotka Moscow | 1–0 | Lokomotiv Nizhny Novgorod |
| Lokomotiv Chita | 0–1 | Uralan Elista |
| Gazovik-Gazprom Izhevsk | 2–1 | Zenit Saint Petersburg |
| Amkar Perm | 2–2 (a.e.t.) (4–5 p) | Rotor Volgograd |
| Mosenergo Moscow | 0–0 (a.e.t.) (5–6 p) | Dynamo Moscow |
| Lokomotiv Saint Petersburg | 1–5 | Lokomotiv Moscow |
| Fakel Voronezh | 3–2 (a.e.t.) | Rostselmash Rostov |
| Dynamo Stavropol | 2–1 (a.e.t.) | Chernomorets Novorossiysk |
| Sokol Saratov | 1–0 | Shinnik Yaroslavl |
| Arsenal Tula | 1–3 | Saturn Ramenskoye |
| 30 October 1999 |||
| Baltika Kaliningrad | 2–0 | Krylia Sovetov Samara |

## Round of 16

| Team 1 | Score | Team 2 |
| 13 November 1999 |||
| Metallurg Lipetsk | 4–0 | Dynamo Stavropol |
| CSKA Moscow | 3–0 | Spartak-Chukotka Moscow |
| Uralan Elista | 3–0 | Fakel Voronezh |
| Lokomotiv Moscow | 2–1 | Baltika Kaliningrad |
| Anzhi Makhachkala | 2–0 | Gazovik-Gazprom Izhevsk |
| 14 November 1999 |||
| Dynamo Moscow | 1–0 (a.e.t.) | Spartak Nalchik |
| 21 March 2000 |||
| Sokol Saratov | 0–1 (a.e.t.) | Spartak Moscow |
| Rotor Volgograd | 0–1 | Saturn Ramenskoye |

## Quarter-finals

| Team 1 | Score | Team 2 |
| 4 April 2000 |||
| Spartak Moscow | 1–0 | Saturn Ramenskoye |
| 5 April 2000 |||
| Metallurg Lipetsk | 0–1 | Lokomotiv Moscow |
| 11 April 2000 |||
| Anzhi Makhachkala | 1–1 (a.e.t.) (4–5 p) | CSKA Moscow |
| 12 April 2000 |||
| Uralan Elista | 1–0 | Dynamo Moscow |

## Semi-finals

| Team 1 | Score | Team 2 |
| 3 May 2000 |||
| Uralan Elista | 1–4 (a.e.t.) | Lokomotiv Moscow |
| 4 May 2000 |||
| CSKA Moscow | 3–1 | Spartak Moscow |