Which Wright brother flew the longest flight of 1905?

Wilbur Wright flew the longest flight of 1905.

On October 5, 1905, Wilbur piloted the Wright Flyer III for 39 minutes and 23 seconds, covering approximately 24 miles. He completed repeated circuits over Huffman Prairie near Dayton, Ohio, showing that the airplane could be controlled for a substantial period rather than merely making a brief hop.

This flight was a major turning point for the Wright brothers. Their 1903 flights had proved powered flight possible, but the 1905 Flyer III demonstrated practical control, endurance, and repeatability. The brothers then sought military and commercial interest rather than immediately making more public flights.

Orville also made important flights in 1905, and the brothers shared development and piloting work. The specific record belongs to Wilbur because he conducted the longest flight of that testing season.