The Second Chechen War (Russian: Втора́я чече́нская война́, Chechen: ШолгIа оьрсийн-нохчийн тӀом, lit. 'Second Russian-Chechen War') took place in Chechnya and the border regions of the North Caucasus between the Russian Federation and the breakaway Chechen Republic of Ichkeria, from August 1999 to April 2009.
In August 1999, Islamists from Chechnya infiltrated Dagestan in Russia. Later in September, apartment bombings occurred in Russian cities, killing over 300 people. Russian authorities were quick to blame Chechens for the bombings, although no Chechen, field commander or otherwise, took responsibility for the attacks. During the initial campaign, Russian military and pro-Russian Chechen paramilitary forces faced Chechen separatists in open combat and seized the Chechen capital Grozny after a winter siege that lasted from December 1999 until February 2000. Russia established direct rule over Chechnya in May 2000, although Chechen militant resistance throughout the North Caucasus region continued to inflict many Russian casualties and challenge Russian political control over Chechnya for several years. Both sides carried out attacks against civilians. These attacks drew international condemnation.