I live in the suburbs of Chicago and work within the loop (downtown business district). I personally never travel to big cities because of living here. I like vacationing to slower pace places like the Caribbean. I am planning on leaving within the year to Florida (tampa) because I don't enjoy Chicago at all... winters are cold and summer is crowded. If you're not from a big city, Chicago in the summer may be a place you might want to see. Food is good and diverse. There's some history here and the river boat tours are fun. But longer than 3 or 4 days you might get bored or go broke. LOL. Just my two cents. Great post!
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I've been to Chicago! Beautiful place :) I was there around the end of winter but it was indeed cold!