- September 16, 1400 Owain Glyndr declared Prince of Wales by his followers.

- September 16, 1662 “Flamsteed sees solar eclipse, first known astronomical observation”
- September 16, 1782 The first impression of the Great Seal of the United States was made
- September 16, 1795 British capture Capetown
- September 16, 1795 “United Kingdom conquers Cape Town, South Africa.”
- September 16, 1810 Hidalgo begins Mexican revolt against Spain (National Day)
- September 16, 1810 “With the Grito de Dolores, Father Miguel Hidalgo begins Mexico’s fight for independence from Spain”
- September 16, 1812 Fire of Moscow
- September 16, 1812 Russians set fire to Moscow shortly after midnight – the city is burned completely down days later.
- September 16, 1857 Typesetting machine patent
- September 16, 1858 First overland mail for California
- September 16, 1862 “Gen Bragg’s army surrounds 4000 federals at Munfordville, KY”
- September 16, 1863 “Robert College of Istanbul-Turkey, the first American educational institution outside the United States is founded by Christopher Robert, an American philanthropist.”
- September 16, 1885 Puritan (US) beats Genesta (England) in 6th running of America’s Cup
- September 16, 1887 “The first game of softball was played in Chicago, Illinois”
- September 16, 1890 Newswriter George Whitney Calhoun names Green Bay team the Packers
- September 16, 1893 “Cherokee Strip, Oklahoma opened to white settlement homesteaders”
- September 16, 1893 Settlers race in Oklahoma for prime land in the Cherokee Strip.
- September 16, 1901 “Alturas, California, incorporated as the only city in Modoc County.”
- September 16, 1908 General Motors founded by William C Durant
- September 16, 1908 General Motors is founded.
- September 16, 1915 US takes control of customs & finances of Haiti for 10 years
- September 16, 1916 “Prv. John Chipman Kerr (49 Cdn. Infantry Batt.( wins the Victoria Cross at the Somme, France”
- September 16, 1919 American Legion incorporated by an act of Congress
- September 16, 1919 The American Legion is incorporated.
- September 16, 1920 The Wall Street bombing: a bomb in a horse wagon explodes in front of the J.P.Morgan building in New York City – 38 are killed with 400 injured.
- September 16, 1924 Cardinal Jim Bottomley bats in 12 RBIs in 1 game
- September 16, 1926 St Louis Cards beat Phillies 23-3
- September 16, 1927 Rene Lacoste beats Bill Tilden for US Lawn Tennis Assn title
- September 16, 1939 Yanks clinch pennant #11
- September 16, 1940 “Sam Rayburn elected Speaker of the United States House of Representatives, widely regarded as the most effective Speaker of the House in American history.”
- September 16, 1940 Samuel T Rayburn of Tx elected speaker of the House
- September 16, 1941 “Concerned that Reza Pahlavi the Shah of Persia was about to align his petroleum-rich country with Germany during World War II, the United Kingdom and the USSR occupy Iran and forced him to resign in favor of his son, Mohammad Reza Pahlavi.”
- September 16, 1943 Australians capture Lae
- September 16, 1945 “Barometric pressure at 856 mb (25.55″”) off Okinawa (record low)”
- September 16, 1949 First Wile E. Coyote and Road Runner episode- Fast and Furry-ous is aired.
- September 16, 1951 Betsy Rawls wins the US Women’s Open Golf title
- September 16, 1955 Juan Pern is deposed in Argentina.
- September 16, 1962 Public TV channel 13 begins in NYC
- September 16, 1963 “””Outer Limits”” premiers on TV”