I was cooling my heels in the Denver airport last night and noticed that there are regularly scheduled flights from Denver to Colorado Springs on United. The two cities are only 68 miles apart, so I can’t imagine the plane has time to even reach normal cruising altitude. I also seem to recall that there was a “flight” from San Jose to San Francisco, which are only 32 miles apart, but the “airplane” turned out to be a bus. It was ticketed as a flight in order to get people flying in to San Jose for whatever reason up to San Francisco for international flights.
The shortest flight I can recall taking personally was Cleveland to Detroit (149 miles)
So, what’s the shortest commercial airline flight you’ve ever taken?