Are you trying to make it one day? If so, bypass Chicago completely and take I-39 south to Bloomington.
I like the Revival Food Hall idea. Some other possibilities: Miller's Pub, Le Pain Quotidien, MingHin and Brown Bag Seafood.
@ #12, re-read #11!
Play with a calculator - https://www.taxifarefinder.com/main.php?city=Tokyo-Japan&lang=en
There's a time and a place for taxis (too much luggage, inconvenient ...
This map may clarify things for you - http://www.japan-guide.com/e/e2265.html
From south to north:
Your Hiroshima day would be a really long day, factoring in travel time. Something to think about.
bus starts quite early - http://www.limousinebus.co.jp/en/platform_searches/index/3/16
I think there are a lot of events around Hakone too, such as this: http://www.fuji-travel-guide.com/news-item/firefly-izu-okawa/
and a few in the Tokyo area - https://tokyocheapo.com/lifestyle/tokyo-fireflies-festivals/