The cost for overnight self-parking in the Loop is around $50 each night. The hotels offer parking validation at nearby self-park garages, which costs $49 per night at The Kimpton Gray and $51 per night at The Residence Inn. Valet parking is offered at The Kimpton Gray hotel for $69/night.
Parking is also offered at nearby garages via various apps/websites (e.g. SpotHero, BestParking, iparkit.com)
If you're flying into town, we'd recommend using public transit (the 'L'), Uber/Lyft, or a taxi to get to and from the airport, and then sticking with public transit and walking to get around Downtown Chicago.
