The paper highlights key questions in ensuring safe operation of aging civil\transport aircraft in Russia. Presented is the analysis of current requirements to fatigue, fail-safe and damage tolerance for transport aircraft structures stated in FARs, Advisory Circulars (UAS) and Russian Airworthiness Regulations\ AR IAC Aviation Regulations. The paper gives the design goals and actual service life values\ service years of aging aircraft fleet and data on full-scaled fatigue tests, together with methods and approaches to ensure safe operation of aircraft structures in case of multiple site damages, corrosion and materials degradation for Russian aging fleet.