During the Cuban Missile Crisis in 1962, the division deployed most of its 363d Wing to MacDill Air Force Base, Florida, from which it conducted low altitude reconnaissance missions over harbors and military sites in Cuba.

Shortly after the end of the crisis, in February 1963, the division was inactivated and its resources transferred to the USAF Tactical Air Reconnaissance Center, which was simultaneously activated at Shaw.

[1][4] The 4411th Combat Crew Training Group was organized and assigned to the division on 8 April 1959 and began preparations to manage the advanced flying school.

On 21 October 1962, the 363d Wing deployed RB-66s and RF-101s to MacDill Air Force Base, Florida, along with photographic interpreters and equipment from its 363d Reconnaissance Technical Squadron.

For three weeks, beginning on 26 October, the wing conducted an intensive low level reconnaissance campaign over Cuba to detect missiles and short range Soviet Ilyushin Il-28 bombers.