The architecture. The sports. The foodie fare. The “windy city” will blow you away.

      Because one weekend night in Chicago is never enough.

      Stay one night & enjoy the next at 40% off.

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      21 Hotels near Chicago

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      • One Day Staycation before Work

        My new Starwood go to Hotel in Chicago. Everything from the recognition of my Starwood staus to my early check in to excellent bar service from Dennae to my late...

        The Gwen, a Luxury Collection Hotel, Chicago
      • Nothing

        Quick stay clean room in hotel

        Four Points by Sheraton Chicago O'Hare Airport
      • Great location

        This is my favorite location on the lake and I always love its closeness to navy pier.

        W Chicago - Lakeshore
      • Adam at the front desk was helpful and polite.

        Adam at the front deck was helpful and polite....

        The Westin Lombard Yorktown Center

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