Chicago

Chicago Hotels with Pools

Enter your dates to find hotels with swimming pools in Chicago where you can swim, relax, and recharge.

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Top Hotels with Pools in Chicago

Check out our recommended hotels with pools in Chicago.
Most Booked
Lowest price
Closest to downtown
Highest Rated
99+
Hotel near River North,Chicago
Featured facilities: Pool, Bar, Spa
Very Good
275 reviews
8.7/10
1 night
From JPY 19,790
Check availability
99+
Hotel near Streeterville,Chicago
Featured facilities: Pool, Gym
Very Good
69 reviews
8.7/10
1 night
From JPY 26,790
Check availability
99+
Hotel near Chicago Loop,Chicago
Featured facilities: Pool, Bar, Spa
Great
124 reviews
9.0/10
1 night
From JPY 52,821
Check availability
99+
Hotel near Streeterville,Chicago
Featured facilities: Pool, Bar, Spa
Very Good
47 reviews
8.4/10
1 night
From JPY 21,617
Check availability
99+
Hotel near River North,Chicago
Featured facilities: Pool, Bar, Spa
Very Good
86 reviews
8.9/10
1 night
From JPY 23,065
Check availability
99+
Hotel near River North,Chicago
Featured facilities: Pool, Bar, Gym
Very Good
58 reviews
8.0/10
1 night
From JPY 19,173
Check availability
99+
Hotel near River North,Chicago
Featured facilities: Pool, Sauna, Gym
Very Good
104 reviews
8.9/10
1 night
From JPY 37,682
Check availability
87
Hotels in Wood Dale
Featured facilities: Pool, Bar, Gym
118 reviews
7.2/10
1 night
From JPY 18,129
Check availability
99+
Hotel near River North,Chicago
Featured facilities: Pool, Bar, Gym
Very Good
106 reviews
8.7/10
1 night
From JPY 20,858
Check availability
99+
Hotel near River North,Chicago
Featured facilities: Pool, Spa, Sauna
Great
99 reviews
9.2/10
1 night
From JPY 24,655
Check availability
See All Hotels With Pools in Chicago

What's new in Chicago

Updated on November 6, 2026

Chicago | Stevie Wonder<Songs In The Key of Life>50th Anniversary Tour

Legendary Motown icon Stevie Wonder will bring his tour to the United Center in Chicago on Saturday, November 21, 2026, at 8:00 PM for a spectacular solo concert. This single-day event offers fans an unforgettable evening filled with his timeless soul, funk, jazz, and pop classics.
Find hotels nearby

Navy Pier Winter Fireworks Show

The spectacular, free, and award-winning fireworks display at Navy Pier returns for winter 2026! Experience the magic of winter fireworks every Saturday night at 8 p.m.! Enjoy a comfortable evening on the pier, watching the dazzling fireworks and breathtaking city skyline views!

Navy Pier’s Winter WonderFest

Winter Wonder Festival at Navy Pier — Chicago Holiday Experience Winter Wonder Festival: Experience magical holiday fun at Chicago's Navy Pier with a stunning 42-foot Christmas tree, thrilling rides (Cliff Drift, Zero Gravity, bumper cars), ice skating, and seasonal attractions for all ages.

The Wintrust Magnificent Mile Lights Festival

Wintrust Grand Parade of Lights — 35th Annual Wintrust Grand Parade of Lights: America's largest nighttime parade on November 21st featuring Mickey and Minnie Mouse, Disney floats, marching bands, Santa, the Wintrust Fireworks Show, and millions of lights along North Michigan Avenue!

Latest Reviews for Chicago Hotels

See all
Read genuine traveler ratings & reviews to find your perfect stay.

Renaissance Chicago Downtown Hotel

9.3/10
Great
Posted onDec 31, 2025
Guest User
This was my first time to Chicago and I was not disappointed. This hotel was amazing and great service. I also enjoyed breakfast each day. You can choose from buffet or regular menu. I also enjoyed my Espresso Martini from the bar! This hotel is located to attractions like the Hop on Hop off bus, stop 1 near the riverwalk. You can also see the Chicago Theater which is just a few feet away. I also love that the train station, on State/Lake is just up the block to ride the red or brown line. The blue line is 4 minutes away so if you need transportation to the airport, you can take the blue line. I will definitely come back to this hotel again during the summer. Thank you for providing such good service.
Price per night from:JPY 67,652

Hampton Inn Chicago McCormick Place

9.2/10
Great
Posted onJun 20, 2025|1 King Room W/Fridge Access W/Roll-in Shwr Ns
CNBaifaxing
For those attending conferences at the Chicago Convention Center, the hotel's location and environment are ideal (directly connected to the convention center), and it's also close to Chicago's Chinatown (a 15-minute walk). The hotel's breakfast is also good. However, the water temperature control in the shower in my room was very unreasonable, and even after calling a maintenance worker, the problem remained unresolved. Not being able to take a hot shower before the conference left me feeling listless all day, and I received no compensation from the front desk.
Price per night from:JPY 20,906

Holiday Inn CHICAGO DWTN - THE MART by IHG

9.0/10
Great
Posted onJun 9, 2025
Laodou3
The hotel's 15th-floor reception hall is super tall and large, the rooms are spacious and bright, the bedding is skin-friendly, soft and comfortable, and from the window you can overlook the five iron bridges across the Chicago River and the buildings on both sides that are full of stories, and get a glimpse of the majesty of this century-old industrial city... The only drawback is that the water output of the shower is too small!
Price per night from:JPY 41,692

SpringHill Suites Chicago O'Hare

9.0/10
Great
Posted onMar 13, 2026
MsDi
Honestly, we arrived late after major flight changes and a super extended journey half-way across the globe .. The shuttle picked us up, the driver was so friendly and informative - the ride was easy and he helped with our luggage, making the night so much easier! The room was comfortable and loved the layout, it made our stay so much nicer! The staff members were amazing and the stay was positive all around! I will definitely come back! Thank you all for making our arrival home so much more welcoming and easier!
Price per night from:JPY 21,831

Sheraton Grand Chicago Riverwalk

9.0/10
Great
Posted onMay 26, 2026
USGuest User
The location is right by the Chicago River, making it super convenient to walk or take a short ride to all of Chicago's famous attractions. You can even catch the fireworks over the pier at night! The lobby is comfortable, and all the staff are very polite. Plus, they offer luggage storage after check-out, which is a big plus.
Price per night from:JPY 34,669

Voco Chicago Downtown - Riverwalk by IHG

8.8/10
Very Good
Posted onJun 23, 2025
Guest User
Overall, I had a very good stay at this hotel. The room was comfortable, and I really liked the filtered water station on our floor. It had several options and was very convenient. Guest services were excellent. Anytime we made a request, they handled it quickly and professionally. After the first night, housekeeping took our towels but didn’t replace them, so we had to call and ask for more. Thankfully, after that, we didn’t have any other towel issues. Housekeeping overall was a bit different than what I’m used to. They made the beds and handled the bathroom by emptying the trash, picking up dirty towels, and refilling tissues, but they didn’t take out the trash in the main room. Since we had a lot of takeout, that trash piled up pretty quickly. They also didn’t replenish items like used tea bags or glassware, which would’ve been helpful. We also had an issue with the fridge. It stayed warm for the first few days until we realized it hadn’t been turned on. Once we figured that out, it worked fine, but it would’ve been nice if it had been checked before we arrived. The hotel is in a beautiful location, which added to the overall experience. Despite the few small issues, the staff was friendly and responsive, and the positives definitely outweighed the negatives. I would absolutely book with them again!
Price per night from:JPY 30,065

DoubleTree by Hilton Chicago Magnificent Mile

8.8/10
Very Good
Posted onAug 21, 2026|Contemporary Two Queen Room
GBLuke Mulhall
The location was great and staff so helpful. The front desk could not have been better and the breakfast team were so friendly. The pool was awesome. A great stay. Thank you.
Price per night from:JPY 23,539

InterContinental Hotels CHICAGO MAGNIFICENT MILE by IHG

8.5/10
Very Good
Posted onJan 19, 2026
CNGuest User
The room isn't huge, but it's clean and elegant. The service was excellent, and the valet parking was very convenient. Luggage storage was also a breeze. The hotel's location is fantastic, with plenty of shops to explore right outside. I'd definitely choose this hotel again next time I'm in Chicago.
Price per night from:JPY 48,740

Hyatt Place Chicago-South/University Medical Center

8.4/10
Very Good
Posted onJun 30, 2025
Sir Jack D. C.
The hotel offers comprehensive facilities, comfortable beds, and a very clean environment. The bathtub was easy to use, and the internet connection was reliable and strong. It's also conveniently located very close to the University of Chicago. The breakfast, served from 7-10 AM, was delicious.
Price per night from:JPY 27,550

The Palmer House Hilton

8.1/10
Very Good
Posted onApr 12, 2026|Standard Double Room
USpheebs949
The hotel lobby is breathtakingly beautiful, like stepping back into the Golden Age. The rooms are clean and comfortable, and the staff are professional and courteous. If you're in Chicago, you absolutely cannot miss this classic hotel with its rich history!
Price per night from:JPY 34,052

FAQs

Where is the best place for a stay with Swimming Pools in Chicago?

What’s the typical price for hotels with Swimming Pools in Chicago?

For hotels with Swimming Pools in Chicago, the average price on weekdays is JPY 67,128, and the average price on weekends (Friday–Saturday) is JPY 75,420.

What's the best high-end place with Swimming Pools to stay in Chicago?

There are many luxury hotels with Swimming Pools in Chicago. JW Marriott Chicago (from JPY 41,383), Park Hyatt Chicago (from JPY 93,351) and The St. Regis Chicago (from JPY 87,679) are very popular.

What's the best pet-friendly hotel with Swimming Pools in Chicago?

Aloft Chicago Mag Mile (from JPY 24,939) allows pets. But it's better to contact hotels ahead to confirm the situation since pet-friendly rooms are subject to availability. Hope to enjoy your good time with pets during the stay!

What are some great hotel promotions for property with Swimming Pools in Chicago?

Trip.com provides various promotions and discounts for users all year round. You can check the promotions page to see what promotions are available on Trip.com.

Chicago Hotels with Pools Information

Total properties61
Number of reviews6,100
Highest priceJPY 478,762
Lowest priceJPY 26,933
Weekday Avg. PriceJPY 67,128
Weekend Avg. PriceJPY 75,420