The first Douglas C-47 Dakota was delivered to 44 Squadron in Cairo on 27 April 1944 and served with the squadron until 1992 when they were replaced by converted C-47TP versions. The first Douglas DC-4 Skymaster; which previously served with South African Airways; was delivered to the squadron at AFB Swartkop on 14 January 1966.

 The last of the type was withdrawn from service in August 1994. The SAAF’s sole Vickers Viscount, named Casteel was received from 21 Squadron on 28 October 1983 as a VIP aircraft and continued in this role until withdrawn from service in September 1991. 44 Squadron Dakota, Skymaster & Viscount.