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I have read about people staying overnight at the truck staging area in the McCormic Place parking lot. Very convenient to the downtown areas, a uber would be cost effective from there.NO HOOKUPS.
Truckers use it to overnight and get a head start into the downtown area before the congestion starts. I was under the impression that it is a completely fenced in area with guards at the entrance.
We moved from the south side of Chicago in 1980 and never looked back, to me it is not worth the hassle. What ever you do, do not be lulled into a false sense of security while walking around in the down town area, and do not do so after dark !!
Jim
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