First flight of a Sikorsky helicopter (Sikorsky VS-300 - 1st configuration)
Thursday, September 14, 1939 - Igor I. Sikorsky Memorial Airport, United States of America
The aircraft was tethered to a plate that could be dragged around. The flight lasted only a few seconds and flew to a height of a few inches.
The site of the first flight is now recognized as an Historic aerospace site.
(Source: The History of Sikorsky Aircraft, Journal of the American Helicopter Society, Vol. 1. No. 1, January 1956, Page 27)