> booking a flight

> Doing this manually is already pretty trivial

No, it’s not! You are the one who made it trivial by using three words to define! How about if I could only fly out between 9 am-noon next Friday? Also, combine it with hotel and rental car. Many times total $ between sites could be a difference of close to $200 or more along with better itinerary. That’s just the surface. The more preferences you add, the complex it becomes, so make it a right scenario for agent automation along with calendar management which has similar complexity.