American pilot Thomas Fitzpatrick managed to land a plane on the streets of New York City twice. The first time, he did it on September 30, 1956 in a bar where he made a bet that he could travel from New Jersey to New York City in 15 minutes. He stole a plane from the airfield, flew to New York City, and landed not far from the bar. Fitzpatrick was fined $100.

2 years later, a bartender from another bar didn’t believe Thomas’ story so the pilot stole another plane from the same airfield. For his second flight, he was sentenced to 6 months in prison.