A Mt. Rushmore depiction involving two extra portraits (one resembling a past president of the United States (named Franklin Roosevelt) and a certain opponent of his during a 1940 presidential election (named Wendall Wilkie))
Although the airline name is not shown, the plane bears the red and white colors of Trans World Airlines, aka TWA.
The crescent moon shaped window at the rear of the plane is a sly wink at the traditional opening carved into the door of an outhouse. In other words, the rest room is at the rear of the aircraft.
Air travel would be severely restricted later that same year, as the U. S. entered WW2.
The flight appears to have 'landed' in a ride at an amusement park, presumably Coney Island.