Two years ago in May we spent one day in Chicago. We spent a Friday night in an RV park in a suburb and Saturday morning drove the motorhome to the train station, parked it in a neat little space & rode the train to the city. Round trip was $5 for each of us. Pretty cheap. Certainly would have cost more than that in gas & parking fees had we driven the Jeep. We walked & oohed & aahed over all the building & people. Since we had few destinations in mind, we just wandered and explored. We weren't on a guided tour so we could spend as much time at any one place as we wanted. We examined all the stone pieces we could see in the Tribune building including a stone from the Alamo. It gave us a strange feel to see a little bit of TX in this far-off state. Then we remembered that the actual mileage from Texarkana TX to Chicago IL is less than the mileage from Texarkana to El Paso TX.
We skipped the Sears Tower tour to go up to the top of the John Hancock building. My vertigo did not kick in at all as we stood at the glass windows looking out over the city and port. Lake Michigan was beautiful.
I even posed for a photo for my moonlighting job application!
After our day of touring we rode a bus back to the train station and drove off in our little house into Michigan.