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A Chillcation to Chicago is about escaping the monotony and the mundane and leaving behind the stack of paperwork, your housework and any other stresses. Instead, Chill-out and play in Chicago with mountains of spring activities and attractions; or Chill-in at these participating hotels within the Hilton Portfolio, offering unique Chillcation Packages, Parking Deals and low rates through spring 2016!

Whatever you choose, you are sure to find your ideal Chicago chill right here. These exclusive offers are only available on and valid at the below participating hotels! Stay between October 20, 2015 and April 30, 2016 to to enjoy these great deals.

Choose your perfect Chillcation.

Featured Hotel

Terms & Conditions
Offer is subject to availability at participating Hilton Hotels & Resorts, DoubleTree by Hilton Hotels and Resorts, Embassy Suites Hotels, Conrad Hotels, and Waldorf Astoria Hotels and Resorts. Blackout dates, early/late departure fees and cancellation restrictions may apply. Please see hotel page for more details.

Our Best Rate Guarantee. Our Best Rates Guarantee assures you receive the best rates when you book directly with us. If you find a lower publicly available rate anywhere else, we will match that rate plus give you an additional US$50 back, subject to our Terms & Conditions. Claims must be submitted 24 hours of booking on an eligible channel.

Sample daily rates featured are subject to availability for travel through April 30, 2016. Rates will vary based on individual hotels and specific travel dates selected. Each hotel has a policy addressing cancellations and/or blackout dates that may apply. Unless otherwise stated, quoted rates are per room per night, based on double occupancy and do not include taxes, gratuities, incidental charges or resort fees (where applicable).