I'm flying through town the evening of May 13. Any providers with incall at the airport?

once inside you should look for the area marked "security"

I once enjoyed an incall at the O'Hare Hilton.

Get a hotel room at any of the hotels that have a shuttle once you settle on a girl that will do an outcall to you.....If you offer her the room after you have your fun she might.... and i say might ... she might give you a small discount since she will have the room to use to see another gent.

Yours is not a silly question. You've got a few hour to kill.  
May I recommend Elsa. Look her up. Sandra is her manager.  
She usually at an O'hare hotel. Most of them have a free shuttle from airport
You just have to act like you're going to check in. The bus driver won't follow you so you should be good
Tell him you're meeting a business partner at the restaurant.  
Avoid the Asian ladies as they are in apartment units near O'hare. But any visiting provider, or Elsa, Aneta, Carla, Linda are in hotels with service. When you see coachme9 for email her girls are great. That's Sandra.

Calls all her friends in Eastern Europe. Leaves room and it's all on your credit card. You know the one you gave them when you checked in.

and I am not talking about for work, just a regular hotel or resort room.  I tell them that I would like the ability to charge anything additional including phone/RS/and anything else turned off.  Every place I have ever stayed from low end hotels/motels(you do not get allot of selection when you are road tripping it) to 5star resorts has always been more then happy to assist me with that letting me know I could still pay with my CC at the time but I would then be unable to place a call out without a calling card, RS without a CC.  I prefer it that way personally so I don't wrack up a bill that I suddenly have no idea how much it will be, but it does make for an option

....if you want Asian, Russian, Latino.....go to the International Terminal.

In the scenario mentioned he is leaving someone he only knows from a brief encounter with the room. Even if he follows your "Sage"😎 advice he still has a potential liability. If she trashes the room or steals from it, he still has the exposure. Not to mention potential drug use issues or busts for prostitution if she entertains other gentlemen.

Thanks B2BGUY123. That's good information