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weekend trip chicago

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I am an exchange stundent in Michigan...My last days arrived so my friends planned a weekend trip to chicago with me. We will hopefully arrive around 11 and have a weekend without any pressure. Neither one of us has ever been there so im courious what we have to see, if there is a local shopping area with stores you can only find in chicago that offer cool cloth and if we should park somewhere for the day and use the public transportation or just use the car. Where should we stay the night (cheaper) and where is a place where you can eat really good for a reasonible amount of money ( around $50-$75) i

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