m planning a trip to Chicago and I'm planning on staying in downtown my only issue is I can't seem to find a hotel with free parking. My question to the gentlemen do you all care whether or not you have to pay for parking when visiting a provider?
O'Hare, Oakbrook or Schaumburg is where finding free parking is pretty easy.
I can't think of a 3-star or better hotel incall (which is what I stay in) around Downtown that provides free parking.
You MIGHT want to look into something like airbnb or vrbo or homeaway for a residence style incall (some of those renters have their own private garages or a reserved parking spot (or 2) for guests).