If there’s a more fun and better situated place to stay in Chicago, I’d be surprised.

It’s pretty cool to get to stay in an old speakeasy and my room was fantastic. I loved the decor, and the AC, roomy bathroom, and mini fridge made for an extra comfy stay. It’s super easy to get to and from O’Hare on the Blue Line, and it’s a pleasant walk to Michigan Avenue, Millenium Park, and the Art Institute (which is absolutely worth a visit, more if you don’t want to rush).
There are nice restaurants along Clark and a really nice vibe in the evening. It gets rowdy and festive on the street, but the building is really well insulated and the noise isn’t a problem at all.
Your host will go out of his way to make sure you have everything you need, including an umbrella on an unexpectedly rainy weekend, and he’ll help you with restaurant recommendations and getting around.