If time and mileage are similar, I would take the southern route through Indiana. I-55 has some construction over the Des Plaines River just before you hit I-80 which can back up a lot. Also, Chicago traffic is notoriously unperdictable. I should know, I live in metro-Chicago and have to tow through it anytime I want to go anywhere that isn't Wisconsin. Traffic might quickly add an hour or two to your drive and I-80 though that part of south-Chicagoland and NW Indiana is really busy. I think you will have much less stress taking the I-70 and U.S. 31 route.
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