Your best bet is to use one the sites that check store's inventory and read newsites like GoNintendo, kotaku and others who report when a store chain is having a wii shipment sale. The stores will hoard the wiis till a certain day then advertise they have them for sale to get people into the store. Usually the sale day is a Sunday but good luck even in cities of 250,000 people the units are all counted for three hours before the store opens. Except to camp out before midnight.
Yes you are going to have to camp out before the store officaly opens or in the case of walmart and other 24 hours puts the units on sale.
Since you live in chicago your best bet would be to find when a store chain is having a wii sale drive to a much smaller town and camp out at that store before midnight. Preferably a walmart store since you won't be outside in the weather.
My mother had to drive to a small town of less then 2000 people to get two wiis. One for me and one for my neice. She camped out at the walmart three hours before the units went on sale. All eight units were accounted for an hour after she arrived and people were coming in  long after being told that all units were accounted for.
The store had set up an area in the layaway section with chairs for the wii campers. May want to call up the walmart in the small hick town you are planning on going to see if they have said area setup with chairs or you have to buy your own chair in the walmart.
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