I need your help to book a round-trip flight from San Francisco to Chicago.
How can I help you? Would you like me to tell what are those dates?
Okay. I need to leave on the 22nd today and return on the 27th. And I need to leave and return as late as possible.
What seating class do you prefer?
Economy.
Do you prefer non-stop or layover?
Nonstop.
Okay. One moment. One moment. I found a flight in United Airlines which departs at 11:15 PM and arrives at 5:28 AM. And your return flight departs at 5:50 PM arrive at 8:34 PM.
Okay. Is that the shortest travel time that I can get?
Yes.
Okay. Can you book that for me?
Sure, I got it. Enjoy your flight.