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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Our top choices for Chicago hotels with a pool

A large indoor swimming pool with clear blue water, surrounded by windows offering views of a cityscape.
A hotel room with a large window offering a city view, a bed, a desk, and a chair.
A coffee shop interior with a display case of pastries, a coffee machine, and a menu board.
A Courtyard Marriott hotel with a glass facade, a self-park sign, and a Marriott logo.

1. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
$165 nightly
$196 total
Sep 7 - Sep 8
Total with taxes and fees
Courtyard by Marriott Chicago Magnificent Mile
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.
$144 nightly
$171 total
Sep 7 - Sep 8
Total with taxes and fees
The Wade
A swimming pool with lounge chairs and sun loungers, a tiled floor, and a large window with curtains.
A hotel room with a sofa, armchair, a flat-screen TV, a bed, and a view of the city and ocean.
A dining table set for a meal with a floral centerpiece, surrounded by chairs, in a room with a cityscape view.
A hotel room with a bed, a desk, a television, a sofa, and a large window with a city view.

3. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
$169 nightly
$201 total
Sep 7 - Sep 8
Total with taxes and fees
Hilton Chicago/Magnificent Mile Suites
A modern indoor swimming pool with blue seating and a view of the city through large windows.
A modern high-rise hotel with multiple floors, large windows, and a well-lit entrance area.
A modern hotel room with a bed, a sofa, a coffee table with flowers, a TV, and a large window with a city view.
A gym with treadmills, ellipticals, and weight machines.

4. 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.
$154 nightly
$183 total
Sep 7 - Sep 8
Total with taxes and fees
Aloft by Marriott Chicago Mag Mile
A swimming pool area with a glass-bottomed pool, a high ceiling with hanging lights, and a staircase with people sitting on it.
The Intercontinental hotel facade with a large American flag and a floral display.
A person sitting by a window with a cityscape view.
A person lying on a bed with a bottle of champagne, surrounded by food and a magazine.

5. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
  • World-class indoor pool in downtown offers lap swimming and family fun at this luxury hotel.
$235 nightly
$279 total
Sep 8 - Sep 9
Total with taxes and fees
InterContinental Chicago Magnificent Mile by IHG
An indoor swimming pool with a glass ceiling, multiple seating areas, and city views.
A restaurant with a long counter, seating area, and a kitchen visible in the background.
A bar area with multiple seating arrangements and a variety of liquor bottles.
A modern living room with a large window, a flat-screen TV, and a variety of seating options including sofas and armchairs.

6. Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
Downtown Chicago
  • Make a splash at this downtown Chicago hotel with an indoor pool, fitness center, and stunning city views from each room.
$156 nightly
$186 total
Sep 10 - Sep 11
Total with taxes and fees
Hilton Garden Inn Chicago Downtown/Magnificent Mile
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.
A modern hotel lobby with a central seating area, a staircase, and a wall with a vertical garden.
A cozy room with a patterned carpet, a wooden table, and a green sofa with a white throw blanket.
A hotel reception area with a modern design, featuring a wooden panel wall and a marble reception desk.

7. 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.
$168 nightly
$200 total
Sep 9 - Sep 10
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile
A swimming pool with a glass wall, a seating area with sofas, and an exit sign.
A multi-story hotel with a prominent 'Embassy Suites' sign, a Starbucks Coffee shop, and a well-lit street at night.
A multi-level indoor area with a central water feature, surrounded by seating areas and greenery.
A spacious lobby with a central staircase, multiple floors, a reception desk, and seating areas.

8. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
  • Slip into a vacation state of mind at Chicago's urban retreat with a sparkling indoor pool.
$179 nightly
$213 total
Sep 7 - Sep 8
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown River North
A spacious indoor pool area with a clear view of the city through large windows, surrounded by wicker furniture and a clean, modern design.
A rooftop terrace with lounge chairs and tables, offering a city skyline view.
A modern bar area with a stainless steel bar counter, multiple stools, a refrigerated display, and a large window offering a view of the city.
A hotel lobby with a reception desk, seating area, and a view of the city.

9. Best Western River North Hotel

Best Western River North Hotel
Downtown Chicago
  • Splash into year-round pool fun at this Michigan Avenue hotel with a modern fitness center.
$135 nightly
$161 total
Sep 7 - Sep 8
Total with taxes and fees
Best Western River North Hotel
A swimming pool with lounge chairs and a wall with a patterned design.
A reception area with a modern design, including a reception desk, a decorative wall, and a display case with snacks.
A hotel room with a large bed, a desk with a chair, a sofa, and a TV.
A modern hotel with a glass facade, multiple floors, and a visible entrance.

10. 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.
$199 nightly
$237 total
Sep 7 - Sep 8
Total with taxes and fees
Hyatt Place Chicago/Downtown - The Loop
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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 hotel room with a large window offering a city view, a bed, a desk, and a chair.
A Courtyard Marriott hotel with a glass facade, a self-park sign, and a Marriott logo.
A bar area with a granite countertop, bar stools, and a variety of bottles and glasses.
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
$165 nightly
$196 total
Sep 7 - Sep 8
Total with taxes and fees
Courtyard by Marriott 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
$144 nightly
$171 total
Sep 7 - Sep 8
Total with taxes and fees
The Wade
A cityscape at dusk with high-rise buildings, including a Hilton hotel.
A dining table set for a meal with a floral centerpiece, surrounded by chairs, in a room with a cityscape view.
A hotel room with a bed, a desk, a television, a sofa, and a large window with a city view.
A modern hotel lobby with a central seating area, a reception desk, and a cityscape mural on the wall.

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
$169 nightly
$201 total
Sep 7 - Sep 8
Total with taxes and fees
Hilton Chicago/Magnificent Mile Suites
The Intercontinental hotel facade with a large American flag and a floral display.
A person sitting by a window with a cityscape view.
A swimming pool area with a glass-bottomed pool, a high ceiling with hanging lights, and a staircase with people sitting on it.
A person lying on a bed with a bottle of champagne, surrounded by food and a magazine.

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
$235 nightly
$279 total
Sep 8 - Sep 9
Total with taxes and fees
InterContinental Chicago Magnificent Mile by IHG
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.
A modern lobby with a seating area, a bar, and a green wall.
A cozy room with a patterned carpet, a wooden table, and a green sofa with a white throw blanket.
A hotel reception area with a modern design, featuring a wooden panel wall and a marble reception desk.

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
Downtown Chicago
$168 nightly
$200 total
Sep 9 - Sep 10
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile
A multi-level atrium with a central spiral staircase, multiple seating areas, and a pool.
A multi-story hotel with a prominent 'Embassy Suites' sign, a Starbucks Coffee shop, and a well-lit street at night.
A spacious lobby with a central staircase, multiple floors, a reception desk, and seating areas.
A swimming pool with a glass wall, a seating area with sofas, and an exit sign.

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
$179 nightly
$213 total
Sep 7 - Sep 8
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown River North
An indoor swimming pool with a glass ceiling, multiple seating areas, and city views.
A restaurant with a long counter, seating area, and a kitchen visible in the background.
A bar area with multiple seating arrangements and a variety of liquor bottles.
A self-service food area with chilled and frozen sections, a variety of snacks, and a Dippin' Dots ice cream cooler.

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
Downtown Chicago
$156 nightly
$186 total
Sep 10 - Sep 11
Total with taxes and fees
Hilton Garden Inn Chicago Downtown/Magnificent Mile
A modern hotel with a glass facade, multiple floors, and a visible entrance.
A gym with cardio machines, weight benches, and a large window offering a city view.
A reception area with a modern design, including a reception desk, a decorative wall, and a display case with snacks.
A hotel room with a large bed, a desk with a chair, a sofa, and a TV.

Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
$199 nightly
$237 total
Sep 7 - Sep 8
Total with taxes and fees
Hyatt Place Chicago/Downtown - The Loop
A multi-story building with a Starbucks Coffee on the ground floor, emergency exit signs, and a Hyatt Center sign.
A bar area with a modern design, featuring a long counter and multiple seating options.
A modern hotel room with a sofa, ottoman, and a dining area with a bar.
A modern workspace with two Apple iMacs, a desk with a keyboard, and a bookshelf filled with books and decorative items.

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
$234 nightly
$278 total
Sep 7 - Sep 8
Total with taxes and fees
Hyatt Centric Chicago Magnificent Mile
A modern lobby with a geometric light installation, a staircase, and a reception desk.
A modern lobby with a reception desk, seating area, staircase, and decorative lighting.
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.

Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
Downtown Chicago
$179 nightly
$213 total
Sep 7 - Sep 8
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 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.
A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.

Hilton Chicago

Hilton Chicago
Downtown Chicago
$224 nightly
$266 total
Sep 7 - Sep 8
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 bar area with a modern design, featuring a long counter and multiple seating options.
A modern hotel room with a sofa, ottoman, and a dining area with a bar.
A modern workspace with two Apple iMacs, a desk with a keyboard, and a bookshelf filled with books and decorative items.

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
$234 nightly
$278 total
Sep 7 - Sep 8
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 modern hotel room with a large window offering a city view, three armchairs arranged around a central coffee table, and a decorative hanging plant.
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.

The Langham, Chicago

The Langham, Chicago
Downtown Chicago
$625 nightly
$743 total
Sep 7 - Sep 8
Total with taxes and fees
The Langham, Chicago
A couple dining at a table with a view of a cityscape and a sunset.
A woman sitting by a window with a city view, holding a cup and saucer.
A modern hotel room with a large bed, a seating area, a TV, and a view of the city and ocean.
A rooftop terrace with a dining table, chairs, and a view of the cityscape, including the Water Tower Place building.

Park Hyatt Chicago

Park Hyatt Chicago
Downtown Chicago
$615 nightly
$731 total
Sep 7 - Sep 8
Total with taxes and fees
Park Hyatt Chicago
A black luxury car parked in front of a hotel entrance with a glass canopy decorated with festive ornaments.
A bar area with a polished marble floor, bar stools, a counter with bottles, and a decorative lamp.
A couple dining on a balcony with a cityscape view.
A bar area with a long counter, multiple stools, and a seating area with a booth.

Waldorf Astoria Chicago

Waldorf Astoria Chicago
Downtown Chicago
$638 nightly
$758 total
Sep 20 - Sep 21
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 hotel entrance with a glass facade, a covered outdoor seating area, and signage for 'The Alston' and 'One Chicago Life Time Work'.
A modern kitchen with a large window, wooden cabinets, and a dining area with a table and chairs.
A modern bedroom with a large bed, a TV, and a city view.

Stay One Chicago

Stay One Chicago
Downtown Chicago
$290 nightly
$340 total
Sep 9 - Sep 10
Total with taxes and fees
Stay One Chicago
A modern hotel lobby with a sofa, coffee table, and a reception desk.
A hotel room with a bed, a TV on a wooden dresser, a window with a view of a cityscape, and a lamp on the nightstand.
A hotel room with a sofa, a desk, a chair, a bed, a TV, and a large window offering a city view.
A reception desk with a geometric wall art, a vase with flowers, and a digital screen displaying a mobile check-in message.

Renaissance Chicago O'Hare Suites Hotel

Renaissance Chicago O'Hare Suites Hotel
O'Hare
$154 nightly
$181 total
Sep 7 - Sep 8
Total with taxes and fees
Renaissance Chicago O'Hare Suites Hotel
A modern lobby with a wooden floor, a staircase with glass railings, and a seating area with leather sofas.
A hotel with a swimming pool, outdoor seating, and a view of the city skyline.
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.

The Hotel at Midtown

The Hotel at Midtown
Bucktown
$282 nightly
$331 total
Sep 7 - Sep 8
Total with taxes and fees
The Hotel at Midtown
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
"The hotel is in a great location. All major bus and train routes are within two blocks. Rooms are good, area is safe and I would stay again."
Sue 3-night trip
Posted 4 hours ago
Congress Plaza Hotel
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"Friendly and helpful staff during breakfast!"
Victor 3-night trip
Posted 4 hours ago
Hampton Inn Chicago Downtown/Magnificent Mile
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"All great"
lee 1-night trip
Posted 5 hours ago
Hilton Chicago O'Hare Airport
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"Such a beautiful hotel. I loved that it has some history in it. Staff were very kind, friendly and helpful. The rooms were also very clean. Would definitely recommend and will definitely be coming back. If they could add some more elevators that would be awesome."
Nancy 2-night trip
Posted 7 hours ago
InterContinental Chicago Magnificent Mile by IHG
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Amazing place to stay. Rooms were very well maintained, staff was friendly, and room was always cleaned on time. Didn't get a chance to get breakfast, but I did eat dinner at Stentons, and I can say it was lovely. Hotel is within walking distance to everything you could possibly dream of. I highly recommend staying here. I will definitely be back to stay. 5 stars all around."
Carlos 4-night trip
Posted 7 hours ago
Hyatt Regency Chicago

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 $161 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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