HMLA-169 sourced a detachment of 4 Cobras and 3 Hueys to the 15th Marine Expeditionary Unit (15th MEU), which was the among the first Marines into Afghanistan after the September 11 attacks in 2001. The squadron deployed to Iraq in late February 2003 in support of Operation Iraqi Freedom (OIF). During the 2003 invasion of Iraq 12 of the 18 AH-1Ws of the unit sustained battle damage and on March 30, 2003 a UH-1N Huey crashed; killing three members on board. HMLA-169 deployed again in the summer of 2004 to support the second iteration of OIF. During this deployment they provided close air support during the Battle of Najaf and Operation Phantom Fury in Fallujah. The squadron is configured with 18 AH-1W SuperCobras and 9 UH-1Y SuperHueys. HMLA-169 again deployed to Iraq in March 2006 to provide close air support for the 1st Marine Division in Al Anbar province. The unit deployed to Al Anbar again in October 2007