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Gordon Bennett Cup

Ballooning
The Gordon Bennett Cup is the world's oldest gas balloon race, and is "regarded as the premier event of world balloon racing" according to the Los Angeles Times. Referred to as the "Blue Ribbon" of aeronautics, the first race started from Paris,... Wikipedia
First winner: Frank Purdy Lahm
First award: September 30, 1906
Most recent: Laurent Sciboz, Nicolas Tieche (2019)
Most wins: Vincent Leys (nine)
Sport: Gas ballooning