16 October 1952 : First flight of the Sud Aviation Vautour
16 October 1944 : 50 fighters of the U. S. Army Air Forces‘ 14th Air Force based at Liuchow Airfield, China, attack the waterfront of Hong Kong.
16 October 1944 : Task Force 38 completes its operations against Formosa. Since October 11, it has defended itself against approximately 1,000 Japanese aircraft, the heaviest series of Japanese air attacks against U. S. naval forces of World War II with the possible exception of those during the Battle of the Philippine Sea, losing 76 aircraft of its own in combat, 13 aircraft due to non-combat causes, and 64 pilots and aircrewmen.
16 October 1944 : (16–17) B-29 s again attack Formosa, dropping 640 more tons (580,762 kg) of bombs during the two days combined.
16 October 1942 : B-25C-1 Mitchell, 41-13206, operated by the USAAF 5th Ferrying Group, Air Transport Command, piloted by James M. Treweek, is on a routine flight from Rosecrans Field, St. Joseph, Missouri to Dallas Love Field when bad weather closes airfield and controllers advise crew to divert. Pilot heads west, presumably bound for Meacham Field, flying below 500 ft (152 m) altitude to stay in visual conditions under low cloud deck. As bomber nears Grapevine, Texas, a wingtip and aileron are sliced off by a guy-wire of WFAA radio tower, causing pilot to lose control; all 6 crewmembers die in subsequent crash.
16 October 1939 : World War II – After being attacked by Spitfires of Nos. 602 and 603 Squadrons over Lothian in Scotland, an He 111 bomber became the first German aircraft to be shot down over the UK. (First attack on British territory by German Luftwaffe.)
16 October 1937 : First flight of the Fokker T.V
16 October 1937 : First flight of the Short Sunderland
16 October 1924 : Emergency use of parachute — Following a mid-air collision over Coronado, California, Gunner William M. Coles, USN, of VF-1, made a successful emergency parachute jump from his Curtiss JN.
16 October 1917 : Final testing is made for the US Army-designed air-to-air radio communication system with a wireless set.
16 October 1912 : The first aerial bomb is used by Bulgarian Air Force pilots Radul Milkov and Prodan Toprakchiev on the Turkish railway station of Karaagac (near Edirne), during the Balkan War. This is the first use of an airplane (Albatros F.II) as bomber.
16 October 1910 : The first airship crossing of the English Channel is made by the French-built dirgible Cle´ment-Bayard II. The 244-mile route is completed in 6 hours.
16 October 1909 : German Count Ferdinand von Zeppelin forms the world’s first commercial airline.
16 October 1908 : Pilot S.F.Cody takes off from Farnborough Common, Great Britain, in his British Army Aeroplane No 1, a biplane powered by a 50 hp (37 kW) Antoinette engine. His flight covers 424 metres before ending in a crash-landing, which he survives.
16 October 1905 : The Wright brothers complete their 1905 test flight program, making their last flight until May 1908.