Portal:Transport/Selected anniversaries/August 16
- 1944 – First flight of the Junkers Ju 287 (pictured).
- 1984 – The first full revenue Chicago and North Western Railway coal train leaves the Powder River Basin with a load from the North Antelope Mine.
- 1987 – A McDonnell Douglas MD-82 carrying Northwest Airlines Flight 255 crashes on take-off from Detroit Metropolitan Airport in Romulus, Michigan (Detroit), killing 155 passengers and crew. The sole survivor is four-year-old Cecelia Cichan.
- 2005 – West Caribbean Airways Flight 708 crashes near Machiques, Venezuela, killing the 160 aboard.