If it's a benefit and free and in November, I'd say inside at the United Center, Allstate Arena, or Rosemont. All are large venues. Tell me more and I'll probably be able to give you better feedback. XD!
So yeah, either the UIC Pavilion (http://www.uofpp.uillinois.edu/UICimgs/UIC0638.htm), which is actually in Chicago, or the Allstate Arena (http://www.chicagorush.com/allstate.asp), which is about 30-40mins away from the city.
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um, who is that? *licks him*
And, um, I do not know, sorry.
*goes back to staring at the purty*
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I'm probably way off course, but is your icon a picture of a (very young) David Cassidy?
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