A river with a yellow boat, surrounded by tall buildings and a bridge.

Find Hotels with a Pool in Chicago, IL

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Check availability on Chicago Hotels with a Pool

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Sep 27 - Sep 28
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Sep 28 - Sep 29
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Oct 2 - Oct 4
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Oct 9 - Oct 11

Our top choices for Chicago hotels with a pool

An indoor swimming pool with a view of a brick building through large windows. There are seating areas with tables and chairs.
A large, historic building with a central courtyard surrounded by trees.
A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.
A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.

1. Hilton Chicago

Hilton Chicago
Downtown Chicago
  • Soak in relaxation at this historic Chicago hotel's indoor pool with spa amenities nearby.
$185 nightly
$220 total
Oct 24 - Oct 25
Total with taxes and fees
Hilton Chicago
An indoor swimming pool with lounge chairs and a sofa, large windows with a view of the city, and a high ceiling with skylights.
A modern hotel lobby with a marble floor, seating areas, and a ceiling with a sky-like projection.
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.
A modern bar area with high stools, a bar counter, and shelves of liquor bottles.

2. The Wade

The Wade
Downtown Chicago
  • Float away at this stunning luxury hotel with an indoor pool overlooking Lake Michigan and the city's iconic skyline.
$149 nightly
$177 total
Oct 25 - Oct 26
Total with taxes and fees
The Wade
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.
A cozy room with a patterned carpet, a wooden table, and a green sofa with a white throw blanket.
A modern hotel lobby with a central seating area, a staircase, and a wall with a vertical garden.
Transparent igloo-like structures with seating inside, set on a wooden deck with snow on the ground, surrounded by tall buildings.

3. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
Downtown Chicago
  • Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.
$195 nightly
$231 total
Oct 25 - Oct 26
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile
A swimming pool with lounge chairs and a wall with a patterned design.
A gym with cardio machines, weight benches, and a large window offering a city view.
A hotel room with a large bed, a desk with a chair, a sofa, and a TV.
A reception area with a modern design, including a reception desk, a decorative wall, and a display case with snacks.

4. Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
  • Dive into modern bliss at this downtown hotel, where the indoor pool sparkles alongside skyline views.
$212 nightly
$252 total
Oct 25 - Oct 26
Total with taxes and fees
Hyatt Place Chicago/Downtown - The Loop
A modern indoor swimming pool with blue seating and a view of the city through large windows.
A gym with treadmills, ellipticals, and weight machines.
A modern lobby with a grey sofa, checkered ottomans, and a coffee table. There are black chairs, a blue sofa, and a TV on a stand.
A modern high-rise hotel with multiple floors, large windows, and a well-lit entrance area.

5. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
Downtown Chicago
  • Splash into the city at this downtown hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.
$217 nightly
$258 total
Oct 25 - Oct 26
Total with taxes and fees
Aloft by Marriott Chicago Mag Mile
An indoor swimming pool with lounge chairs and a no diving sign.
A hotel room with two beds, a large window with a city view, a wooden wardrobe, and a bedside table with a lamp.
A hotel with a modern design, featuring a prominent curved glass facade and multiple floors.
A modern hotel lobby with multiple dining areas, a central food station, and a high-ceiling atrium with balconies.

6. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Downtown Chicago
  • Chicago hotel offers refreshing stays with indoor pool, fitness center, and walkable Michigan Avenue access.
$234 nightly
$278 total
Oct 25 - Oct 26
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
A large indoor swimming pool with clear blue water, surrounded by windows offering views of a cityscape.
A coffee shop interior with a display case of pastries, a coffee machine, and a menu board.
A bar area with a granite countertop, bar stools, and a variety of bottles and glasses.
A Courtyard Marriott hotel with a glass facade, a self-park sign, and a Marriott logo.

7. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
$215 nightly
$256 total
Oct 25 - Oct 26
Total with taxes and fees
Courtyard by Marriott Chicago Magnificent Mile
An indoor swimming pool with lounge chairs and exercise equipment.
A modern workspace with two Apple iMacs, a desk with a keyboard, and a bookshelf filled with books and decorative items.
A bar area with a modern design, featuring a long counter and multiple seating options.
A multi-story building with a Starbucks Coffee on the ground floor, emergency exit signs, and a Hyatt Center sign.

8. Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
  • Splash into serenity at this Michigan Avenue retreat with a sparkling indoor pool, hot tub haven, and 24-hour fitness center.
$274 nightly
$326 total
Oct 1 - Oct 2
Total with taxes and fees
Hyatt Centric Chicago Magnificent Mile
An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.
A modern hotel entrance with glass doors, a visible reception desk, and signage for Hilton Garden Inn and Homewood Suites.
A hot tub with a metal ladder, surrounded by white tiled walls and floor, with a large window providing a view of the cityscape.
A modern outdoor patio with tables and chairs, a glass railing, and a view of a high-rise building.

9. Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
Downtown Chicago
  • Dive into downtown luxury with a rejuvenating pool experience close to Chicago landmarks.
$187 nightly
$222 total
Oct 25 - Oct 26
Total with taxes and fees
Hilton Garden Inn Chicago Downtown South Loop
A hotel pool area with a clear view of the cityscape through large windows, a pool with a metal ladder, and several lounge chairs.
A modern hotel with a glass facade, multiple floors, and a prominent sign.
A gym with treadmills, weight machines, and kettlebells.
A modern dining area with a central island, chairs, pendant lights, and a decorative wall with a motivational quote.

10. Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
Downtown Chicago
  • Splash into urban relaxation at this West Loop hotel's stylish indoor pool, where sun loungers invite post-sightseeing unwinding.
$226 nightly
$269 total
Oct 25 - Oct 26
Total with taxes and fees
Hampton Inn Chicago West Loop Fulton Market Area
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Choose what matters most at hotels with a pool in Chicago

Breakfast included
Hot tub
Water park
Spa
4 stars

Hotels with pools and free breakfast in Chicago

A large, historic building with a central courtyard surrounded by trees.
A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.
A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.
A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.

Hilton Chicago

Hilton Chicago
Downtown Chicago
$185 nightly
$220 total
Oct 24 - Oct 25
Total with taxes and fees
Hilton Chicago
A modern hotel with a glass facade, multiple floors, and a visible entrance.
A modern hotel room with a large window, a desk with a lamp, a sofa, and a chair.
A reception area with a modern design, including a reception desk, a decorative wall, and a display case with snacks.
A gym with cardio machines, weight benches, and a large window offering a city view.

Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
$212 nightly
$252 total
Oct 25 - Oct 26
Total with taxes and fees
Hyatt Place Chicago/Downtown - The Loop
The Intercontinental hotel facade with a large American flag and a floral display.
A person lying on a bed with a bottle of champagne, surrounded by food and a magazine.
A bar area with a high bar counter, multiple stools, and a seating area with booths and tables.
A swimming pool area with a glass-bottomed pool, a high ceiling with hanging lights, and a staircase with people sitting on it.

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
$276 nightly
$329 total
Oct 25 - Oct 26
Total with taxes and fees
InterContinental Chicago Magnificent Mile by IHG
A hotel room with a large window offering a city view, a bed, a desk, and a chair.
A bar area with a granite countertop, bar stools, and a variety of bottles and glasses.
A reception area with a modern design, featuring a large window, a reception desk, and artwork on the wall.
A coffee shop interior with a display case of pastries, a coffee machine, and a menu board.

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
$215 nightly
$256 total
Oct 25 - Oct 26
Total with taxes and fees
Courtyard by Marriott Chicago Magnificent Mile
A hotel with a modern design, featuring a prominent curved glass facade and multiple floors.
A hotel room with two beds, a large window with a city view, a wooden wardrobe, and a bedside table with a lamp.
A modern hotel lobby with multiple dining areas, a central food station, and a high-ceiling atrium with balconies.
An indoor swimming pool with lounge chairs and a no diving sign.

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Downtown Chicago
$234 nightly
$278 total
Oct 25 - Oct 26
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.
A cozy room with a patterned carpet, a wooden table, and a green sofa with a white throw blanket.
A modern lobby with a seating area, a bar, and a green wall.
Transparent igloo-like structures with seating inside, set on a wooden deck with snow on the ground, surrounded by tall buildings.

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
Downtown Chicago
$195 nightly
$231 total
Oct 25 - Oct 26
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.
A modern hotel room with a large window offering a view of the sea and a cityscape. There is a seating area with a sofa and a small table.
A modern hotel lobby with a marble floor, seating areas, and a ceiling with a sky-like projection.
A rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.

The Wade

The Wade
Downtown Chicago
$149 nightly
$177 total
Oct 25 - Oct 26
Total with taxes and fees
The Wade
An outdoor seating area with a glass table, orange cushions, and potted plants.
A modern building with a large glass facade and a river in front.
A modern hotel lobby with a bar area, seating arrangements, and decorative lighting.
A person on a balcony overlooking a body of water with exercise equipment and a view of a bridge and buildings.

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
Downtown Chicago
$344 nightly
$409 total
Oct 3 - Oct 4
Total with taxes and fees
Sheraton Grand Chicago Riverwalk
An outdoor seating area with tables and chairs, surrounded by city buildings and a view of the urban skyline.
A modern interior with a spacious layout, a large window offering a city view, and a variety of seating options.
A bar area with a long counter, metal bar stools, hanging pendant lights, and a variety of bottles on shelves.
An indoor swimming pool with a skylight, lounge chairs, and potted plants.

Renaissance Chicago Downtown Hotel

Renaissance Chicago Downtown Hotel
Downtown Chicago
$376 nightly
$447 total
Oct 16 - Oct 17
Total with taxes and fees
Renaissance Chicago Downtown Hotel
A modern lobby with a geometric light installation, a staircase, and a reception desk.
A modern hotel room with a kitchen area, a dining table with chairs, a sofa, and a large window with curtains.
A modern hotel with a corner location, large windows, and a green awning.
A modern restaurant with a long counter, bar stools, and high ceilings with exposed beams.

Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
Downtown Chicago
$233 nightly
$273 total
Oct 26 - Oct 27
Total with taxes and fees
Hampton Inn & Suites Chicago Downtown
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Hotels with pools and hot tubs in Chicago

A large, historic building with a central courtyard surrounded by trees.
A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.
A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.
A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.

Hilton Chicago

Hilton Chicago
Downtown Chicago
$185 nightly
$220 total
Oct 24 - Oct 25
Total with taxes and fees
Hilton Chicago
A multi-story building with a Starbucks Coffee on the ground floor, emergency exit signs, and a Hyatt Center sign.
A modern workspace with two Apple iMacs, a desk with a keyboard, and a bookshelf filled with books and decorative items.
A bar area with a modern design, featuring a long counter and multiple seating options.
An indoor swimming pool with lounge chairs and exercise equipment.

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
$274 nightly
$326 total
Oct 1 - Oct 2
Total with taxes and fees
Hyatt Centric Chicago Magnificent Mile
A modern hotel lobby with a reception desk, seating area, and large windows offering city views.
A spacious lobby with a modern sofa, armchairs, and a coffee table. A large window offers a view of the cityscape.
A modern dining area with round tables, comfortable chairs, and a dessert display.
A swimming pool with a ceiling of lights, large windows, and potted plants.

The Langham, Chicago

The Langham, Chicago
Downtown Chicago
$675 nightly
$803 total
Oct 4 - Oct 5
Total with taxes and fees
The Langham, Chicago
A modern hotel lobby with a sofa, coffee table, and a reception desk.
A reception desk with a geometric wall art, a vase with flowers, and a digital screen displaying a mobile check-in message.
An indoor swimming pool with tiled flooring, a ladder, and wall-mounted lights.
A hotel room with a sofa, a desk, a chair, a bed, a TV, and a large window offering a city view.

Renaissance Chicago O'Hare Suites Hotel

Renaissance Chicago O'Hare Suites Hotel
O'Hare
$148 nightly
$174 total
Oct 18 - Oct 19
Total with taxes and fees
Renaissance Chicago O'Hare Suites Hotel
A couple dining at a table with a view of a cityscape and a sunset.
A rooftop terrace with a dining table, chairs, and a view of the cityscape, including the Water Tower Place building.
A modern living room with a sofa, chairs, a coffee table, and a TV. A large window offers a view of a cityscape and a tower.
A woman sitting by a window with a city view, holding a cup and saucer.

Park Hyatt Chicago

Park Hyatt Chicago
Downtown Chicago
$644 nightly
$765 total
Oct 27 - Oct 28
Total with taxes and fees
Park Hyatt Chicago
A modern lobby with a wooden floor, a staircase with glass railings, and a seating area with leather sofas.
A modern hotel room with a marble bathroom, a large mirror, a bedside table, and a bed with a city view.
An outdoor seating area with tables and chairs, string lights, and umbrellas.
A hotel with a swimming pool, outdoor seating, and a view of the city skyline.

The Hotel at Midtown

The Hotel at Midtown
Bucktown
$354 nightly
$416 total
Oct 4 - Oct 5
Total with taxes and fees
The Hotel at Midtown
A black luxury car parked in front of a hotel entrance with a glass canopy decorated with festive ornaments.
An indoor swimming pool with a modern design, a reception area with a sign for Waldorf Astoria Chicago, and a seating area with two people.
A bar area with a long counter, multiple stools, and a seating area with a booth.
A couple dining on a balcony with a cityscape view.

Waldorf Astoria Chicago

Waldorf Astoria Chicago
Downtown Chicago
$659 nightly
$783 total
Oct 25 - Oct 26
Total with taxes and fees
Waldorf Astoria Chicago
A rooftop pool area with lounge chairs and umbrellas, surrounded by buildings with 'Whole Foods Market' signage.
A modern bedroom with a large bed, a TV, and a city view.
A modern kitchen with a large window, wooden cabinets, and a dining area with a table and chairs.
A modern hotel entrance with a glass facade, a covered outdoor seating area, and signage for 'The Alston' and 'One Chicago Life Time Work'.

Stay One Chicago

Stay One Chicago
Downtown Chicago
$355 nightly
$416 total
Oct 12 - Oct 13
Total with taxes and fees
Stay One Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chicago Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"It was clean, location was fantastic, close walk to some of the sights we wanted to see & the lakeshore. Didn’t have any issues with safety. Service at the restaurant they have there was extremely slow. We would stay at the hotel again."
Brandi 3-night trip
Posted 3 hours ago
Congress Plaza Hotel
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"Great location, friendly staff, tasty breakfast."
William 2-night trip
Posted 7 hours ago
Hampton Inn Chicago Downtown/Magnificent Mile
The Wade

The Wade

10/10 Excellent
"Great place and very clean. Staff was very helpful with great hospitality. I would recommend to anyone."
Nigel 1-night trip
Posted 7 hours ago
The Wade

Frequently asked questions

How much does a hotel with outdoor pool in Chicago cost?
Enjoy staying in a hotel in Chicago with an outdoor pool. You can find a great deal from $177 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels in Chicago that have private outdoor pools?
The Hyatt Regency McCormick Place Chicago, a well-rated 4-star hotel with a traveller score of 9.2, offers a great experience with its private outdoor pool. Guests often praise the hotel's excellent location and spacious, clean lobby that sets a welcoming tone for their stay.This hotel not only features a private outdoor pool but also provides stunning views of Lake Michigan, enriching the overall experience. Families appreciate the complimentary cribs and free WiFi, making it convenient for those traveling with children. The friendly and helpful staff further enhance the stay, ensuring that every guest feels attended to and valued.
What are some of the best Chicago hotels with outdoor pools and scenic views?
The Loews Chicago Hotel is an excellent choice for travellers seeking outdoor pools paired with stunning views. This 4.5-star property boasts an impressive outdoor pool that overlooks the Chicago skyline, making it a great spot to relax after a day of exploration. Guests rave about the friendly and helpful staff, alongside the comfortable and clean rooms that feature luxurious amenities like premium bedding and designer toiletries. With a review score of 9.4, this hotel ensures a delightful stay in the heart of the city.Another fantastic option is the Viceroy Chicago, also rated 4.5 stars and sharing that same high traveller rating of 9.4. Here, you'll find a beautiful outdoor pool complete with sun loungers, ideal for soaking up the sun while enjoying a picturesque lake view. The hotel's stylish rooms, equipped with Egyptian cotton sheets and premium bedding, provide a cozy retreat after a day of adventures. Travellers frequently praise the great location and excellent service, making it a popular choice for families and adventure-seeking guests alike.For those who prefer a touch of luxury, The Ritz-Carlton, Chicago stands out with its 5-star rating and a review score of 9.2. The outdoor pool offers breathtaking lake views and is complemented by exceptional amenities, including rainfall showerheads and plush bathrobes. Guests consistently highlight the beautiful rooms and outstanding customer service, making it a premier destination for a sophisticated getaway in Chicago.Lastly, the Renaissance Chicago Downtown Hotel, rated 4 stars with a solid traveller score of 9.2, features a refreshing outdoor pool with scenic river views. This hotel is well-loved for its friendly staff and excellent service, ensuring that every family can enjoy a fun and convenient stay. With access to a vibrant shopping district and a range of modern amenities, it's an ideal base for your Chicago adventure.
Which Chicago hotels with outdoor pools are near Chicago, IL (MDW-Midway Intl.)?
The DoubleTree by Hilton Chicago Midway Airport is a fantastic choice for travellers seeking a hotel with an outdoor pool near MDW. This 4-star hotel not only features a refreshing outdoor pool, but also offers sun loungers for those who want to relax and soak up the sun. Guests rave about the friendly staff and the clean, comfortable rooms, making it a popular spot for families and solo travellers alike.Convenience is key at this hotel, as it provides free airport transportation and a 24-hour airport shuttle, ensuring a straightforward arrival and departure. Additionally, the hotel offers free self-parking and complimentary Wi-Fi, which are superb for families who value both quality and convenience during their travels. Located just 1.1 miles from Chicago Midway International Airport, this hotel makes it easy to access the city while enjoying a pleasant stay.With a traveller rating of 9.2, the DoubleTree by Hilton Chicago Midway Airport is a reliable option for those looking for a blend of comfort and adventure in the Windy City.
Which Chicago hotels offer poolside service for food and drinks?
Loews Chicago Hotel is a fantastic option for travellers seeking delightful poolside service. This 4.5-star hotel, rated an impressive 9.4 by guests, features a stylish poolside bar where you can enjoy refreshing drinks and snacks while soaking in the sun. Guests rave about the friendly and helpful staff, and the hotel's location near the vibrant shopping district adds to its appeal.Another excellent choice is The Robey, Chicago, a Member of Design Hotels. With a rating of 9.2, this 3.5-star hotel boasts a poolside bar as well, making it a great spot to unwind after a day of exploring the city. Visitors love the beautiful, clean rooms and the attentive service, ensuring a pleasant stay for families and couples alike.For those looking for a convenient location, Hilton Grand Vacations Club Chicago Magnificent Mile also offers poolside bar service. Rated 9.2, this hotel provides spacious rooms and a friendly setting, making it superb for families who appreciate both comfort and accessibility to Chicago's top attractions.The Hoxton Chicago is another delightful option, featuring a poolside bar and a traveller rating of 9.0. Guests appreciate its convenient location and the super clean, comfortable rooms, along with the friendly service that ensures a memorable stay.Lastly, The Hotel at Midtown, with a traveller rating of 9.0, complements its poolside bar with a range of amenities, including fitness facilities and yoga classes. This 4-star hotel is superb for those looking to blend leisure with wellness, making it a great choice for families who appreciate both relaxation and activity.
Is it cheaper to book flights and a Chicago hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Chicago for you.

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