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Driving through Chicago area to Wisconsin

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I am planning a trip from southern Michigan to Winnipeg Manitoba after Labor Day. I'm most worried about driving through the Chicago area - what's the best route (ie. least busy) to get to Wisconsin? I'll be coming from Michigan on a Friday on I-94 - is it worth it to take I-80 to I-39 or save about 40 miles on I-294? Any other decent alternatives? Thank you in advance for all info.

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