Holidays Resorts in Chicago
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View Chicago Holidays Resorts on a map
- Wrigley Field
- Michigan Avenue
- Navy Pier
- Chicago Water Tower
- Millennium Park
- United Center
- McCormick Place
- Naval Base Great Lakes
- Grant Park
- Brookfield Zoo
- Art Institute of Chicago
- Soldier Field
- Chicago Theater
- Donald E. Stephens Convention Center
- Allstate Arena
- Woodfield Mall
- Oakbrook Center Mall
- Willis Tower
- John G. Shedd Aquarium
Best Chicago Holiday Resorts
We make picking the right resort easy, with 1220 genuine guest reviews you can read to see what people really think.
Our most popular choices are the following:
1. The Buckingham 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 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 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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