Chicago

Chicago Hotels with Pools

Find Chicago hotels with a sprawling Pools.

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Top Hotels with Pools in Chicago

Seek out top Chicago hotels with proistine Pools.
Most Booked
Lowest price
Closest to downtown
Highest Rated
99+
Hotel near River North,Chicago
Featured facilities: Bar, Gym
Very Good
47 reviews
8.2/10
1 night
From PLN 460
Check availability
84
Hotels in Chicago
Featured facilities: Bar, Gym
Good
101 reviews
7.7/10
1 night
From PLN 407
Check availability
89
Hotel near Chicago Loop,Chicago
Enjoy an excellent location near major attractions when you stay at Homewood Suites by Hilton Chicago Downtown South Loop. Located near downtown and the famous Chicago Loop, our hotel puts you close to Grant Park, Millennium Park, Chicago Riverwalk, Navy Pier, State Street Shopping and the Magnificent Mile, as well as McCormick Place Convention Center, Soldier Field and Wrigley Field. After a busy day exploring Chicago, unwind in your spacious studio, one or two-bedroom suite. All suites provide the ultimate Connected Room experience, with 49-inch HDTVs offering Hulu, Netflix and Amazon Prime streaming, and fiber optic WiFi. Our modern suites feature fully-equipped kitchens, separate living and sleeping areas, and stunning city views. Start every day with our complimentary hot full breakfast and join us Wednesday evenings from 5 pm - 7 pm for a complimentary evening social*. Work out in our fitness center or relax with a swim in the indoor pool. At Homewood Suites by Hilton Chicago Downtown South Loop, we’re your home away from home. *Local and state laws apply.

"The service was very good. A Chinese male waiter at the front desk was very nice and helped us a lot. He arranged a very good lake view room for us. The location and environment are very good. Recommended."
Very Good
111 reviews
8.7/10
1 night
From PLN 805
Check availability
80
Hotel near Chicago Loop,Chicago
Located in Chicago (Downtown Chicago), Hilton Garden Inn Chicago Downtown South Loop is within a 15-minute walk of Field Museum of Natural History and Lake Michigan. This hotel is 0.8 mi (1.2 km) from Grant Park and 0.8 mi (1.2 km) from Soldier Field. Enjoy recreation amenities such as a 24-hour fitness center or take in the view from a terrace. Additional features at this hotel include complimentary wireless Internet access, a television in a common area, and barbecue grills. Satisfy your appetite for lunch, dinner, or brunch at Shang Noodle, a restaurant which specializes in Asian cuisine, or stay in and take advantage of the room service (during limited hours). Quench your thirst with your favorite drink at the bar/lounge. Full breakfasts are served on weekdays from 6:00 AM to 10:00 AM and on weekends from 7:00 AM to 11:00 AM for a fee. Featured amenities include a 24-hour business center, express check-in, and express check-out. Planning an event in Chicago? This hotel has facilities measuring 1080 square feet (100 square meters), including conference space. Make yourself at home in one of the 146 guestrooms featuring refrigerators and microwaves. 49-inch Smart televisions with premium TV channels provide entertainment, while complimentary wireless Internet access keeps you connected. Private bathrooms with bathtubs or showers feature complimentary toiletries and hair dryers. Conveniences include laptop-compatible safes and desks, as well as phones with free local calls.

"Clean and comfortable place to stay! Central to all main Chicago tourist attractions. The Hilton and the Homewood Suites are connected: Homewood floors 2-22nd and Hilton 23-29. Loved the views from the 28th floor— looking out to the gorgeous skyline and the lake! + A great restaurant on the first floor! Definitely will be staying here again!"
Very Good
44 reviews
8.9/10
1 night
From PLN 559
Check availability
84
Hotel near O'Hare,Chicago
SpringHill Suites Chicago O'Hare offers a convenient location just minutes from O'Hare International Airport (ORD) and provides a complimentary shuttle service for pickup and drop-off at the airport (located at terminal 2 arrivals/lower level, door 2C). Just steps outside our Chicago O'Hare Airport hotel doors, you'll find popular attractions such as the Donald E. Stephens Convention Center, Allstate Arena, Rosemont Theatre, Rivers Casino, and Fashion Outlets of Chicago. Our family and pet friendly hotel in Chicago includes amenities like daily hot breakfast, free Wi-Fi, 43-inch smart TVs, indoor swimming pool, and 24-hour fitness center. Relax and recharge in one of our spacious suites, which feature a refrigerator and microwave. With 8,500 square feet of event space, our hotel near O'Hare Airport is a perfect gathering point for small business meetings, travel groups, wedding blocks, and more. Experience an amazing stay and excellent service at our hotel near Chicago O'Hare with a free airport shuttle.

"Stayed comfortably with family at a hotel near the airport. The suite-like room had a sofa, which was great for relaxing, and the pool was a nice bonus. Free water was a plus, and the complimentary airport shuttle was very convenient."
Great
44 reviews
9.0/10
1 night
From PLN 629
Check availability
99+
Hotel near Chicago Loop,Chicago
With a stay at Radisson Blu Aqua Hotel Chicago, you'll be centrally located in Chicago, just a 5-minute walk from Michigan Avenue and 5 minutes by foot from Millennium Park. This luxury hotel is 0.3 mi (0.6 km) from Chicago Riverwalk and 0.5 mi (0.8 km) from Grant Park. Take advantage of recreational opportunities offered, including a 24-hour health club, an indoor pool, and a seasonal outdoor pool. Additional amenities at this hotel include wedding services, a fireplace in the lobby, and tour/ticket assistance. Grab a bite to eat at FireLake, a restaurant which features a bar/lounge, or stay in and take advantage of the room service (during limited hours). Full breakfasts are served on weekdays from 7:00 AM to 10:00 AM and on weekends from 7:00 AM to 11:00 AM for a fee. Featured amenities include a 24-hour business center, limo/town car service, and express check-out. Planning an event in Chicago? This hotel has 27997 square feet (2601 square meters) of space consisting of conference space and 13 meeting rooms. Self parking (subject to charges) is available onsite. Make yourself at home in one of the 334 air-conditioned rooms featuring minibars and LCD televisions. Satellite television is provided for your entertainment. Private bathrooms with bathtubs or showers feature designer toiletries and hair dryers. Conveniences include laptop-compatible safes and desks, as well as phones with free local calls.

"The location of the hotel is very good, the facilities are very good, after all, is a four-star hotel. The only thing is that it is too late to get the room card at 5 o'clock and waited for half a day in the lobby."
Very Good
105 reviews
8.4/10
1 night
From PLN 848
Check availability
79
Hotel near Chicago Loop,Chicago
Easy access to the Windy City’s favorite activities and attractions. At 18 stories tall, this Silver LEED-certified hotel in downtown Chicago comprises 206 guest rooms and features a heated indoor pool, 24-hour fitness center, full-service bar, and free WiFi everywhere.

"The hotel is located in the city center, convenient transportation, very close to the lake, walking to the big shopping plazas such as Macy's. There are also Qianxi Parks such as Chicago Dou to visit."
Very Good
110 reviews
8.6/10
1 night
From PLN 853
Check availability
99+
Hotel near Chicago Loop,Chicago
As the longest continuously operating hotel in North America, celebrating 155 years, Palmer House Hilton Hotel has been the destination of choice for every U.S. president since Ulysses S. Grant, world leaders and dignitaries, celebrities, and Chicago's movers-and-shakers. A wonderful protest of romance against the everydayness of life, as a guest of Palmer House, you will experience romanticism indelibly woven into the very fabric of the hotel. Enjoy the scenery of the lobby adorn with art deco chandeliers, Louis Tiffany Comfort masterpieces, and breathtaking frescoes depicting 21 panels of Greek Mythos accompanied by live entertainment, while enjoy curated cocktails and bites from Lockwood Restaurant and Bar. Refresh at the indoor pool, unwind at the Spa at PH, stay on your routine at the fitness center offering peloton bikes, enjoy the old school charm of food to room delivery with Lockwood Express 2U, take the history tour, or step into the Prohibition themed cocktail lounge, Potters Bar, for a delightful throwback. As the inventor of the brownie during the Columbian Exposition in 1893 and first hotel to adapt the light bulb, telephone and elevator - innovation continues to be at the forefront. From digital key to the best internet connectivity in Chicago, Palmer House is revered for gathering spaces such as The Empire Room and Grand and State Ballrooms to the self-contained 7th floor conference rooms. Showcasing where tech and exemplary services collide in storied backdrops to set the stage to the city's finest events, social occasions and weddings. Located in Chicagos Loop, the location of Palmer House puts you along State Street within the theatre and business district. Steps to Millennium Park, The Art Institute of Chicago, Michigan Avenue, premier dining and shopping.

"Excellent location with access to red and blue lines and bus networks. And in the centre of the city. A character building with spectacular internal decor. Especially popular with conferences. Room was spacious and included two doubles with usual amenities though we did have to ask for a kettle. Staff very friendly and check in was seamless despite being busy. Two niggles included a $25 daily fee that could be offset by discounts in various parts of the hotel. Though for us it was a tax as we did not want the discounted services. Also cleaning services invariably wanted to service the room when we were in it. Attempts to renegotiate cleaning times did not work and in the end we timed our absence from the room to when cleaners would want to clean room. A very good experience for us nevertheless."
Very Good
102 reviews
8.3/10
1 night
From PLN 742
Check availability
99+
Hotels in Chicago
The Hilton Chicago/Northbrook hotel in Northbrook, Illinois features a spacious banquet/wedding hall, specialized catering, and world class cuisine in the perfect Chicago North Shore hotel setting for your business meeting, family reunion, wedding, romance package or a family weekend getaway. Just minutes north of Chicago and O'Hare International (ORD) Airport, this Northbrook, Illinois Hilton hotel offers something for everyone. Convenient to Downtown Chicago, Illinois, our Hilton Chicago/Northbrook hotel is at I-294 and Willow Road near Allstate Headquarters. The Hilton Chicago/Northbrook hotel near Chicago, Illinois has 20,000 sq ft of flexible conference center and banquet facility space to meet all your personal and group needs. Complimentary shuttle service provided within a five mile radius. Corporate or Business Meeting: Training Product Launch Sales Meetings Trade Show and Exhibits University/School/College Seminar Special Occasion: Bar/Bat Mitzvah Wedding Bridal/Baby Shower Birthday Anniversary Kosher Catering Available Social: Prom/Cotillion Family/Military/Class Reunion Corporate/Family Holiday Party Bus Tour and Motor Coach: Sports Teams Leisure Student Senior Whether you are visiting for business or pleasure, you will experience a tradition of excellence at the Hilton Chicago/Northbrook hotel…in service, amenities and fine dining. The Hilton hotel prides itself in offering luxurious accommodations in a warm and comfortable setting. The 248 spacious guestrooms, suites and hospitality parlors include deluxe amenities to pamper you. All of our rooms feature the Serenity Bed by Hilton, large work desks, ergonomic chairs, high-speed Internet, three phones, data ports and mini-bar with refrigerator. Award-wining cuisine awaits you in Allgauer's on the Riverfront restaurant! Overlooking a gently flowing, tree-lined river with scenic views in every season, our restaurant offers fine food and wines from around the world. Allgauer's on the Riverfront's comfortable yet sophisticated atmosphere is accented with beautiful décor, distinctive artwork, and soaring vaulted ceilings that compliment the exquisite culinary creations of the Chef. It is the perfect setting for a business power lunch or a romantic dinner for two. Join us for an exquisite dining experience. We look forward to serving you soon! Travel should take you places.™

"It's pretty good and not expensive, but the location is too remote, the transportation is inconvenient, and it's a bit far from the airport. I suggest you stay here with a car."
Good
112 reviews
7.8/10
1 night
From PLN 438
Check availability
99+
Hotel near O'Hare,Chicago
Featured facilities: Bar, Gym
Great
130 reviews
9.3/10
1 night
From PLN 706
Check availability
See More Hotels with Pools in Chicago

Latest Reviews for Chicago Hotels

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

Hampton Inn Chicago McCormick Place

9.2/10
Great
Posted on Apr 27, 2024|King Room With Fridge-Hearing Accessible-Non-Smoking
GBsknosey
The free breakfast is not a full buffet but a choice of egg and then usually fried potato and beefburger patty or slices of sausage. the rest was tiny yoghurt and bread for toast, or make your own waffles. there is tea coffee and hot chocolate. There was cereal and porridge but sometimes it is made so thin that its not worth eating. There is no tea in the room, just coffee. The machine had a disposable tray but they ran out so I used the same one for 9 days for tea and coffee (i got teabags from the breakfast room). Housekeeping never supplied what you asked for first time, or even second. If you want something and ask at 2pm, you will get it if you chase a couple of times afterwards by 9-10pm. There was also alot of messing about with respect to check out time. I am a member of the loyalty programme which is meant to give you an automatic late checkout. The manager gave it to me but then when I went back to ask about extending it further for a fee, it was clear the other guy behind the counter was on a power trip and the day before started saying I shouldnt have got it and as it was the manager, he wouldnt withdraw it but he could and I should only get an hour and be charged $25/hr after that etc. He was just a mean spiteful man who saw an opportunity to cause worry and distress and he did it. I had luggage to store and it was a late flight so I had to know whether to pack to store it to check out at midday, or 1 or 2 or 3 or 4 (they were messing me about with all times) but this is why I gave a 1 star for service. It is not at all professional but childish and spiteful. I had arranged the extended checkout days before and the day before they were messing me about when I had to pack and had a schedule of things to do? The worst service in any hotel I have ever been in. Hilton is no longer a 5 star experience it seems. 1 star for service.
Price per night from:PLN 590

Level Chicago - River North

9.2/10
Great
Posted on Jul 11, 2026
Guest User
The room was really clean, well-equipped, nice, and the views were absolutely amazing. We enjoyed the pool area almost every day. However, the service and management are incredibly disappointing. During our 4-night stay, the Xfinity TV system didn't work at all. We reported it to front desk, but nobody showed up. As sports fans, we missed the NHL Finals and the soccer World Cup entirely. On top of that, the hotel has been holding an $800 security deposit on my credit card for nearly a month since check-out. I have sent two emails directly to the General Manager, to request compensation for the broken amenities, but I have been completely ignored. Very unprofessional post-stay customer service. Beware of their communication failures.
Price per night from:PLN 1,011

Renaissance Chicago Downtown Hotel

9.2/10
Great
Posted on Dec 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:PLN 1,311

Holiday Inn CHICAGO DWTN - THE MART by IHG

9.0/10
Great
Posted on Jun 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:PLN 1,161

Sheraton Grand Chicago Riverwalk

9.0/10
Great
Posted on Feb 23, 2026
Guest User
Our stay was absolutely awesome! The staff were so helpful and friendly. Our room was clean and comfortable. My husband and I enjoyed our stay and we will return.
Price per night from:PLN 1,131

Voco Chicago Downtown - Riverwalk by IHG

8.9/10
Very Good
Posted on Jul 31, 2024
USGuest User
We booked a room that unfortunately was for the wrong dates through a third party. We were told by the third party that they would refund us but that the hotel had to release our reservation. We called them immediately after realizing the dates were wrong which was within an hour. The reservation was for two days from then. The hotel said they would not cancel it. They charged us almost $600 for a room we did not stay in and called in advance to explain our situation. They also did not allow for us to change the days to the days we were actually looking for. While the hotel is lovely and the staff was pleasant even delivering the bad news I won’t be looking to book with them again.
Price per night from:PLN 913

DoubleTree by Hilton Chicago Magnificent Mile

8.9/10
Very Good
Posted on Dec 31, 2025|Contemporary Two Queen Room
USSteven nguyen 1990
The hotel is beautiful and clean, located right in the city center. However, the service from the baggage handling staff was not enthusiastic; we had to carry our own luggage into the hotel, find our own luggage in the storage room, and carry it out to the car ourselves.
Price per night from:PLN 633

Hilton Garden Inn Chicago Downtown/Magnificent Mile

8.8/10
Very Good
Posted on May 28, 2026
Guest User
The location is great, with a CVS and a Jewel Osco nearby, and it's within walking distance to the Magnificent Mile and Millennium Park. The facilities are a bit old, especially the carpet which looked quite dirty. Housekeeping started knocking on our door at 8 AM every morning 😮💨, yet when we returned to the hotel in the evening, the room hadn't been cleaned. Upon check-in, I noticed the bottled water was priced at $3 a bottle, free for members. So I didn't drink any of the hotel's water. However, after checking out, my credit card was charged $6 for water. It's not a lot of money, but it left a bad taste in my mouth. Thankfully, Trip.com customer service was very helpful and negotiated with the hotel for a refund, which I'm still waiting to receive.
Price per night from:PLN 463

Hilton Chicago Magnificent Mile Suites

8.7/10
Very Good
Posted on Dec 15, 2025
Tanveer Ahmed A Razak
Excellent location right in downtown Chicago, close to most attractions including the Bean. Clean and spacious rooms and clean baths. Would stay again. Excellent value for money.
Price per night from:PLN 774

InterContinental Hotels CHICAGO MAGNIFICENT MILE by IHG

8.5/10
Very Good
Posted on Jan 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:PLN 1,041

Frequently Asked Questions

What are the best hotels with Swimming Pools in Chicago?

How much does it cost to stay in Chicago hotels with Swimming Pools?

For hotels with Swimming Pools in Chicago, the average price on weekdays is PLN 2,118, and the average price on weekends (Friday - Saturday) is PLN 2,418.

What are the best luxury hotels with Swimming Pools in Chicago?

If you’re after premium services and first-class amenities, you’ll find plenty of luxury hotels with Swimming Pools in Chicago to suit your needs. JW Marriott Chicago (price from PLN 973), InterContinental Hotels CHICAGO MAGNIFICENT MILE by IHG (price from PLN 824) and Four Seasons Chicago (price from PLN 1,972) are some of the best luxury hotels available.

Which pet-friendly hotels in Chicago have Swimming Pools?

Aloft Chicago Mag Mile (price from PLN 596) is pet-friendly. Stay with your pets at a place that makes them feel at home!

What are the best hotel deals for Chicago hotels with Swimming Pools?

Trip.com offers great travel deals all year long. Visit the promotions page to find the latest discounts and special offers on Trip.com.

Chicago Hotels with Pools Information

Total Properties61
Number of Reviews 6,129
Highest PricePLN 15,975
Lowest PricePLN 677
Weekday Avg. PricePLN 2,118
Weekend Avg. PricePLN 2,418