The Second Chechen War took place in Chechnya and the border regions of the North Caucasus between the Russian Federation and the Chechen Republic of Ichkeria, from August 1999 to April 2009.
Ruslan (Khamzat) Germanovich Gelayev was a prominent commander in the Chechen resistance movement against Russia, in which he played a significant, yet controversial, military and political role in the 1990s and early 2000s. Gelayev was commonly viewed as an abrek and a well-respected, ruthless fighter. His operations spread well beyond the borders of Chechnya and even outside the Russian Federation and into Georgia. He was killed while leading a raid into the Russian Republic of Dagestan in 2004.
Doku Khamatovich Umarov, also known as Dokka Umarov as well as by his Arabized name of Dokka Abu Umar, was a Chechen mujahid in North Caucasus. Umarov was a major military figure in both wars in Chechnya during the 1990s and 2000s, before becoming the leader of the greater insurgency in the North Caucasus. He was active mostly in south-western Chechnya, near and across the borders with Ingushetia and Georgia.
The 1999–2000 battle of Grozny was the siege and assault of the Chechen capital Grozny by Russian forces, lasting from late 1999 to early 2000. This siege and assault of the Chechen capital resulted in the widespread devastation of Grozny. In 2003, the United Nations designated Grozny as the most destroyed city on Earth due to the extensive damage it suffered. The battle had a devastating impact on the civilian population. It is estimated that between 5,000 and 8,000 civilians were killed during the siege, making it the bloodiest episode of the Second Chechen War.
The Kizlyar–Pervomayskoye hostage crisis, also known in Russia as the terrorist act in Kizlyar, occurred in January 1996 during the First Chechen War. What began as a raid by Chechen separatist forces led by Salman Raduyev against a federal military airbase near Kizlyar, Dagestan, became a hostage crisis involving thousands of civilians, most of whom were quickly released. It culminated in a battle between the Chechens and Russian special forces in the village of Pervomayskoye, which was destroyed by Russian artillery fire. Although the Chechens escaped from the siege with some of their hostages, at least 26 hostages and more than 200 combatants on both sides died. One third of the homes in Pervomayskoye were destroyed.
The Shatoy ambush was a significant event during the First Chechen War. It occurred near the town of Shatoy, located in the southern mountains of Chechnya. Chechen insurgents under the leadership of their Arab-born commander, Ibn al-Khattab, would launch an attack on a large Russian Armed Forces army convoy resulting in a three hour long battle.
The 2000 Zhani-Vedeno ambush took place on March 29, 2000, when a mechanized column of Russian Interior Ministry troops was ambushed in the southern Vedensky District of Chechnya. As the result of the attack on the convoy and on Russian relief forces, scores of Russian special police and paramilitary troops were killed or captured. 37 OMON officers in the column and six in a relief column were killed and 11 more were taken hostage, 9 of whom were executed soon after Russian command refused to swap them for the arrested military officer Yuri Budanov.
The Nazran raid was a large-scale raid carried out in the Republic of Ingushetia, Russia on the night of June 21–22, 2004, by a group of Chechen militants led by Chechen commanders Shamil Basayev and Dokku Umarov. Basayev's main goal, besides capturing a large cache of weapons, was a show of strength. The attack by Chechen fighters on the Ingush city of Nazran is associated with the bad attitude of the Ingush authorities towards Chechen refugees.
The Grozny OMON friendly fire incident took place on March 2, 2000, when an OMON unit from Podolsk, supported by paramilitary police from the Sverdlovsk Oblast in armored vehicles, opened friendly fire on a motorized column of OMON from Sergiyev Posad, which had just arrived in Chechnya to replace them.
Riyad-us Saliheen was the name of a small "martyr" (shahid) force of suicide attackers. Its original leader (amir) was the Chechen separatist commander Shamil Basayev. In February and March 2003, the group was designated by the United States and subsequently by the United Nations as a terrorist organization. After several years of inactivity, Riyad-us Saliheen was reactivated by the Caucasus Emirate in 2009 under the command of Said Buryatsky; following his death, Aslan Byutukayev became its new leader.
Battle of Galashki happened on 26 September 2002 when Russian federal forces and Chechen rebels had a confortation in Galashki, Ingushetia.
Russia 
Chechen Republic of Ichkeria