On 2 October 1999, Russia's Ministry of Emergency Situations admitted that 78,000 people had fled the air strikes in Chechnya; most of them went to Ingushetia, where they were arrived at a rate of 5,000 to 6,000 a day.
On 10 October 1999, Maskhadov outlined a peace plan offering a crackdown on renegade warlords; the offer was rejected by the Russian side. He also appealed to NATO to help end fighting between his forces and Russian troops, without effect.
On 12 October 1999, the Russian forces crossed the Terek and began a two-pronged advance on the capital Grozny to the south. Hoping to avoid the significant casualties that plagued the first Chechen War, the Russians advanced slowly and in force, making extensive use of artillery and air power in an attempt to soften Chechen defenses.
On 15 October 1999, Russian forces took control of a strategic ridge within artillery range of the Chechen capital Grozny after mounting an intense tank and artillery barrage against Chechen fighters.
On 21 October 1999, a Russian Scud short-range ballistic missile strike on the central Grozny marketplace killed more than 140 people, including many women and children, and left hundreds more wounded. A Russian spokesman said the busy market was targeted because it was used by separatists as an arms bazaar.
Boeing 767-366ER, EgyptAir Flight 990, flying from Los Angeles International Airport, United States, to Cairo International Airport, Egypt, with a stop at John F. Kennedy International Airport, New York City, crashed into the Atlantic Ocean south of Nantucket Island, Massachusetts, killing all 203 passengers and 14 crewmembers. The National Transportation Safety Board determined that the probable cause of the crash was a deliberate action by the relief first officer in response to his removal from international service within Egyptair, a finding disputed by Egyptian authorities who maintain another cause of the accident