Holidays Resorts in Chicago

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Best Chicago Holiday Resorts

Looking for the best holiday resort in Chicago? Hotels.com currently has 6 Chicago holiday resorts to choose from with rates starting at just £17/night!

We make picking the right resort easy, with 1155 genuine guest reviews you can read to see what people really think.

Our most popular choices are the following:

1. The Buckingham Athletic Club & Hotel
2. Lincolnshire Marriott Resort
3. Eaglewood Resort and Spa
4. Hilton Chicago / Indian Lakes Resort
5. Hollywood Casino Joliet


Why book a holiday resort in Chicago using Hotels.com?

If you are looking for a truly relaxing holiday, a resort in Chicago can be a great choice. No need to plan your days in advance, most resorts offer a range of activities, amenities and on-site dinning to cater to your every whim.

You can easily discover Chicago if you feel like having a day out, while still being able to go back to your resort for a rest, a drink or some food in the restaurant of your choice.

To help make your choice a little easier, The Buckingham Athletic Club & Hotel has been rated the most comfortable by travellers.

Chicago resort deals:

Hotels.com makes it easy to save money on every booking. We offer our Best Price Guarantee on most bookings. Plus we offer 3 more ways to save:

1. Hotels.com Rewards - Collect 10 nights, get 1 free*
2. Hotels.com Deals - Search over 10,000 deals!
3. Hotels.com discount codes - All our official promo and voucher codes in one place.

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