Corrected entry: When the family is leaving their house, their route to go south makes no sense. They show that their house is southeast of downtown Chicago, so to go south toward Missouri, the logical way to go is to go south on Lake Shore Drive and eventually hit the interstates (I-90 and I-55). In this scene, they show them going north through downtown Chicago and even going further north passing Wrigley Field which is 4 miles north of downtown. So they just traveled about 7 miles north through Chicago for no reason at all. (00:18:30)
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Correction: Who says for no reason? I've been through Chicago hundreds of times, and sometimes have had to detour out of my way for traffic, road construction, accidents and more. When going on a cross country trip, a seven mile detour is nothing.
rswarrior