When the first ACTUAL driverless Taxi Cab is in operation in an actual city, when the first driverless Bus is running from city to city, when we see driverless trucks on the highway-
Only THEN is the possibility of a pilotless transport a reality.

Sure, for point A to B you could "fly" a pilotless vehicle. They do it now- they are called Drones. But those drones are very specific and limited to where and what they can do.
It will take new aircraft from Boeing & Airbus. Clean sheet aircraft with built in, hardened systems.

Boeing can't even get a 50+ yr old airplane right.. they can't build a 756 replacement.. we are decades from when the first true Cargo Flight happens over populated free world with no one in the pilot seat.

Interestingly enough, it was back in the late teens (2017-2019) that people and certain industries were touting that we would have pizza and amazon deliveries by drones in 2020. Hmmm....

Motch
FS, FP & FtC