Training Air Wing Five (TW-5 or TRAWING 5) is a United States Navy aircraft training air wing based at Naval Air Station Whiting Field, in Milton, FL.

The wing trains Student Naval Aviators from the U.S. Navy, U.S. Marine Corps, and U.S. Coast Guard, as well as international allies with instructors of varying backgrounds and seniority from the aforementioned military branches.

According to the Chief of Naval Air Training (CNATRA), TW-5 accounts for roughly 43% of all flight time within the Naval Air Training Command, and 11% of the Navy and Marine Corps' flight time worldwide.

Approximately 1,200 students complete flight training with TW-5 annually.

There are two additional squadrons that train instructors, prior to flying events with student naval aviators.