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Find Hotels with a Pool in Chicago, IL from ¥5,496

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Top Chicago Hotels with a Pool

Four Points by Sheraton Chicago Schaumburg
2.5 out of 5
1100 East Higgins Road, Schaumburg, IL
Free CancellationReserve now, pay when you stay
The price is ¥6,477 per night from Dec 11 to Dec 12
5/5Exceptional! (6 reviews)

"Loved the new, modern feel. Plenty of space and comfort."…"

Reviewed on Oct 22, 2020

Four Points by Sheraton Chicago Schaumburg
Hampton Inn & Suites Rosemont Chicago O'Hare
2.5 out of 5
9480 W Higgins Road, Rosemont, IL
Free CancellationReserve now, pay when you stay
The price is ¥8,421 per night from Dec 10 to Dec 11
4.7/5Exceptional! (977 reviews)

"One of the few hotels offering free airport shuttle rides to O'Hare. Room was excellent, check-in was a breeze - highly recommend!"…"

Reviewed on Nov 25, 2020

Hampton Inn & Suites Rosemont Chicago O'Hare
Country Inn & Suites by Radisson, Schaumburg, IL
3 out of 5
1401 North Roselle Road, Schaumburg, IL
Free CancellationReserve now, pay when you stay
The price is ¥7,369 per night from Dec 4 to Dec 5
4.4/5Excellent! (987 reviews)

"The hotel was very quiet and had comfortable bedding"…"

Reviewed on Nov 26, 2020

Country Inn & Suites by Radisson, Schaumburg, IL
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Radisson Blu Aqua Hotel Chicago
4.5 out of 5
221 N Columbus Dr, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is ¥14,981 per night from Dec 9 to Dec 10
4.4/5Excellent! (1,548 reviews)

"Loved the room! Mine did not have a fridge or microwave which stunk a bit. But beautiful room. I would still go again"…"

Reviewed on Nov 28, 2020

Radisson Blu Aqua Hotel Chicago
Hyatt Place Chicago/Downtown - The Loop
3 out of 5
28 North Franklin Street, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is ¥10,762 per night from Dec 6 to Dec 7
4.3/5Excellent! (986 reviews)

"The hotel was nice and clean, the pillows were too hard, but overall nice place and within walking distance to the main points in the city."…"

Reviewed on Sep 18, 2020

Hyatt Place Chicago/Downtown - The Loop
Embassy Suites Chicago Downtown Magnificent Mile
4 out of 5
511 North Columbus Drive, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is ¥12,322 per night from Dec 24 to Dec 25
4.3/5Excellent! (1,915 reviews)

"Great views and quick and easy grab and go breakfast. Not enough staff tk serve the guests on night shift. Called multiple times for extra blankets etc and could not get answer. Husband had to walk to lobby at midnight to ask for items. Management needs to staff better."…"

Reviewed on Oct 26, 2020

Embassy Suites Chicago Downtown Magnificent Mile
InterContinental Chicago Magnificent Mile
4.5 out of 5
505 N Michigan Ave, Chicago, IL
Free Cancellation
The price is ¥12,697 per night from Dec 24 to Dec 25
4.3/5Excellent! (1,130 reviews)

"Great service ! Front desk employees were so pleasant and nice ! Clean rooms ! Couldn’t ask for more !"…"

Reviewed on Oct 15, 2020

InterContinental Chicago Magnificent Mile
Swissotel - Chicago
4.5 out of 5
323 E Wacker Dr, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is ¥11,456 per night from Dec 4 to Dec 5
4.3/5Excellent! (1,855 reviews)

"Quality of property and services. Excellent Thanksgiving dinner!"…"

Reviewed on Nov 28, 2020

Swissotel - Chicago
Holiday Inn Chicago - Schaumburg
3.5 out of 5
1998 North Roselle Road, Schaumburg, IL
Free Cancellation
The price is ¥8,354 per night from Dec 10 to Dec 11
4.3/5Excellent! (993 reviews)

"I liked that it was in a good area and that it was very quiet as well. The staff was very friendly."…"

Reviewed on Sep 9, 2020

Holiday Inn Chicago - Schaumburg
Hampton Inn Chicago Downtown/Magnificent Mile
2.5 out of 5
160 E Huron Street, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is ¥8,776 per night from Dec 4 to Dec 5
4.3/5Excellent! (1,890 reviews)

"very close to Michigan Avenue,,, restaurants and shopping"…"

Reviewed on Nov 24, 2020

Hampton Inn Chicago Downtown/Magnificent Mile
Embassy Suites Chicago Downtown
4 out of 5
600 N State St, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is ¥10,566 per night from Jan 3 to Jan 4
4.3/5Excellent! (1,573 reviews)

"Everything was great. I only gave a low score for amenities because most of the amenities are closed because of COVID. The breakfast boxes we fine, but the same thing every day. Evening drinks were nice. Both have to be taken back to your room."…"

Reviewed on Dec 1, 2020

Embassy Suites Chicago Downtown
Hilton Chicago/Oak Brook Hills Resort & Conference Center
4 out of 5
3500 Midwest Road, Oak Brook, IL
Free CancellationReserve now, pay when you stay
The price is ¥9,908 per night from Dec 4 to Dec 5
4.3/5Excellent! (985 reviews)

"I was able to rest and relax is a simply furnished but totally functional room. No big comfort features but the privacy and quiet was well needed."…"

Reviewed on Sep 10, 2020

Hilton Chicago/Oak Brook Hills Resort & Conference Center
Hilton Chicago
4 out of 5
720 S Michigan Ave, Chicago, IL
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4.2/5Very Good! (1,851 reviews)

"We will be back! I booked the trip for my sons 15th birthday. When we got there we got a room upgrade. Everyone was so nice and helpful. Our second day everything closed because of coronavirus, the consierge was so helpful giving us ideas on other things to do! My only negative would be I wish the ..."…"

Reviewed on Mar 17, 2020

Hilton Chicago
Palmer House a Hilton Hotel
4 out of 5
17 E Monroe St, Chicago, IL
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4.1/5Very Good! (3,737 reviews)

"The problem was the location. On the Saturday, almost everything was closed, and I could not eat where I wanted to eat, either outside the hotel or in the hotel."…"

Reviewed on Aug 1, 2020

Palmer House a Hilton Hotel
DoubleTree by Hilton Chicago - Magnificent Mile
3.5 out of 5
300 E Ohio St, Chicago, IL
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4.1/5Very Good! (1,524 reviews)

"We did our annual birthday celebration for my grandson and granddaughter and enjoyed the hotel in spite of what’s going on in the world and the hotel was very nice except for the public bathroom that was next to the bar area it could use some tlc but otherwise a great hotel and location"…"

Reviewed on Mar 20, 2020

DoubleTree by Hilton Chicago - Magnificent Mile
Holiday Inn Chicago - Countryside / Lagrange
3.5 out of 5
6201 Joliet Rd, Countryside, IL
The price is ¥7,091 per night from Dec 5 to Dec 6
3.8/5Good! (706 reviews)

"I like the showers and the service and the comfy bed"…"

Reviewed on Mar 15, 2020

Holiday Inn Chicago - Countryside / Lagrange
La Quinta Inn & Suites by Wyndham Chicago Gurnee
2.5 out of 5
5688 Northridge Rd, Gurnee, IL
Free CancellationReserve now, pay when you stay
The price is ¥5,496 per night from Dec 24 to Dec 25
3.8/5Good! (993 reviews)

"Clean rooms very quiet close to gurnee mills and many resturants"…"

Reviewed on Oct 5, 2020

La Quinta Inn & Suites by Wyndham Chicago Gurnee
Holiday Inn Chicago North Shore
3.5 out of 5
5300 West Touhy Ave, Skokie, IL
Free Cancellation
The price is ¥7,974 per night from Dec 7 to Dec 8
3.7/5Good! (354 reviews)

"The property was very updated and clean the staff was very professional and polite"…"

Reviewed on Nov 23, 2020

Holiday Inn Chicago North Shore
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
3 out of 5
777 East Grand Avenue, Bensenville, IL
Free CancellationReserve now, pay when you stay
The price is ¥7,446 per night from Dec 5 to Dec 6
3.5/5Good! (1,522 reviews)

"Nice quiet location. Was thrown off by the construction surrounding the place & the cemetery across the street but overall my stay was very nice."…"

Reviewed on Dec 1, 2020

Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Pheasant Run Resort
3 out of 5
4051 E MAIN STREET, West Chicago, IL
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3.4/5 (998 reviews)
Family trip

"Went as a family trip and my family had a great time."…"

Reviewed on Feb 27, 2020

Pheasant Run Resort
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Pocket Guide: Hotels with a Pool in Chicago

Search for hotels in Chicago on Expedia. You can easily find your hotels in Chicago using one of the methods below:

  • View our selection of featured hotels in Chicago
  • Use the map to find hotels in the Chicago neighborhood you prefer
  • Use the filters to see hotels in a specific area of Chicago, select a specific theme, brand, or hotel class from basic (1 Star) to luxury hotels (5 Stars) in Chicago
  • Enter your travel dates to view the best deals on hotels in Chicago - while they last

Frequently asked questions

What's it like visiting Chicago?
If lounging by a pool is your idea of a great vacation, you may want to consider lively Chicago, which offers 443 places to stay with pools. While you’re here, you can explore attractions like Millennium Park and Chicago Theatre, and then kick back and relax poolside at one of the accommodations in Chicago that guests like for their pools.
What are some hotels with pools in Chicago?
Radisson Blu Aqua Hotel Chicago: 4.5-star hotel, 2-minute walk from Chicago Riverwalk. Features an indoor pool, an outdoor pool, and a poolside bar. InterContinental Chicago Magnificent Mile: 4.5-star hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a bar. Country Inn & Suites by Radisson, Chicago O’Hare South, IL: Provides a hot tub, an indoor pool, and free buffet breakfast. Holiday Inn Chicago - Schaumburg: 3.5-star hotel, 11-minute walk from Schaumburg Medieval Times. Offers a restaurant, an indoor pool, and a health club.
How many hotels with pools will I be able to find in Chicago?
Expedia’s 443 hotels in Chicago give you a great choice for your poolside getaway.
What is there to see and do in Chicago?
Explore places like Millennium Park, Navy Pier, and Wrigley Field while you’re in Chicago. Surround yourself with nature at Chicago Riverwalk and Grant Park. Visitors have positive things to say about the popular theater scene and stunning architecture in Chicago.
When is the best time to book a hotel with a pool in Chicago?
You may want to think about a place to stay that offers an outdoor pool if you’re planning to visit Chicago in the warmest months of July, June, or August when the average temperature is 72°F. Lodging offering an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temperature is 30°F.
What's the best way to travel around Chicago?
Knowing the transportation options in Chicago can help you enjoy the area beyond your hotel pool. Take advantage of metro transit at Monroe Station (Red Line), Monroe Station (Blue Line), and Adams-Wabash Station. If you’d like to venture out around the area, you may want to rent a car for your trip.

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