Come to the City anyways!
In particular, Logan Arcade is the best pinball spot in town, has TWD, is right off the expressway, is not in a particularly congested part of town, and has plenty of street parking.
(There's also a free play TWD at Headquarters in Lakeview, and another TWD at Emporium in Wicker Park, but they don't have the remaining positive attributes.)
You'll also find MMR at HQLV, HQRN, and Logan.