Chaudhry was commissioned into the Indian Air Force (IAF) in December 1992. An alumnus of the prestigious National Defence Academy, he is a fighter pilot who has flown the MiG-21 and the Jaguar aircraft. He has served in many operational squadrons in the IAF, is qualified in photo reconnaissance and electronic warfare, and has won awards in air to ground weapons delivery. Wing Commander Chaudhry has been the Station Aerospace Safety and Inspection Officer at a premier Air Force base. He has also served as a Joint Director in the Directorate of Operations (Space) (formerly known as the Directorate of Concept Studies) at Air Headquarters (Vayu Bhawan), New Delhi. He joined Centre for Air Power Studies as a Research Fellow in September 2008. He was awarded a commendation by the Chief of the Air Staff in October 2008.