Hope to see you there. Good idea avoiding Chicago- last time I drove to Oshkosh, I wound up passing through at rush hour. And I though I'd be technically going around the city... but there was construction everywhere; many lanes shut down. Hooboy. Fun. If I don't catch a ride with Brett from Columbus, I might veer north and take the ferry. Probably worth the money.
From Indiana, though, there wouldn't be much point. Going by way of Peoria?
PLEASE DO NOT DRIVE INTO CHICAGO!!!
since i live near the city, i can give you the lowdown.
the expressways 90/94 are under heavy construction. only trucks are allowed, and it's 1 lane, each way.
will be like this for about 2 years.
so you'd be doing city driving. my suggestion, take 55 to 355, hop on Lake-Cook rd (end of 355) and take that to 294. (you'd be right by me if you take this route, heck i could lead you though

cause Downtown is a mess, i went there 2 weeks ago to see wicked, and the all-familiar orange cones and horses were out, ready to go.
and not only that, 355 is the only expressway free of construction. all others have either major repairs or they are getting the new tollbooth system.
which reminds me, remember that chicagoland tools had doubled, to allow for I-PASS open road tolling*
*if you have E-Zpass, you can go through the tools at 1/2 price just like I-Pass users (like me!)
i'm planning on going this year, mabye if you pass through, we could meet and travel togerther (in separate cars though

