Chicago

Hotels with Pools in Chicago

Select your dates to see hotels in Chicago with a pool for a refreshing break.

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Chicago Hotels with Swimming Pools

Discover Chicago hotels with swimming pool for fun and relaxation
Recommended
Lowest price
Closest to downtown
Top reviewed
89
Hotel near O'Hare,Chicago
Featured facilities: Swimming Pool, Bar, Fitness Room
Great
44 reviews
9.0/10
1 night
From BRL 750
Check Availability
99+
Hotel near Chicago Loop,Chicago
Featured facilities: Swimming Pool, Bar, Spa
Very Good
122 reviews
8.8/10
1 night
From BRL 1,994
Check Availability
99+
Hotels in Prospect Heights
Featured facilities: Swimming Pool, Bar, Spa
Good
111 reviews
7.7/10
1 night
From BRL 783
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99+
Hotel near Chicago Loop,Chicago
Featured facilities: Swimming Pool, Bar, Spa
Very Good
98 reviews
8.3/10
1 night
From BRL 1,184
Check Availability
99+
Hotel near River North,Chicago
Featured facilities: Swimming Pool, Bar, Spa
Very Good
268 reviews
8.8/10
1 night
From BRL 876
Check Availability
99+
Hotel near River North,Chicago
Featured facilities: Swimming Pool, Bar, Fitness Room
Good
52 reviews
7.8/10
1 night
From BRL 914
Check Availability
99+
Hotel near O'Hare,Chicago
Featured facilities: Swimming Pool, Bar, Fitness Room
Amazing
132 reviews
9.4/10
1 night
From BRL 1,012
Check Availability
99+
Hotel near River North,Chicago
Featured facilities: Swimming Pool, Bar, Spa
Very Good
79 reviews
8.8/10
1 night
From BRL 1,054
Check Availability
99+
Hotel near Streeterville,Chicago
Featured facilities: Swimming Pool, Bar, Fitness Room
Amazing
129 reviews
9.6/10
1 night
From BRL 1,383
Check Availability
99+
Hotels in Chicago
Featured facilities: Swimming Pool, Fitness Room
Very Good
137 reviews
8.9/10
1 night
From BRL 1,107
Check Availability
See All Hotels With Pools in Chicago

Latest Reviews for Chicago Hotels

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Find highly-rated hotels with real reviews and ratings to find the perfect stay!

Renaissance Chicago Downtown Hotel

9.3/10
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 fromBRL 2,145

Hampton Inn Chicago McCormick Place

9.2/10
Great
Posted on Dec 11, 2023|1 King Room W/Fridge Mobility Access With Tub
CNDajianalidaolasipaermasitangxianzu
I forgot to take pictures. The location of this hotel is pretty good. It takes about 5 minutes to walk to the subway and about 15 minutes to Chinatown. It is within 5 kilometers from the city center. The room is quite big and clean. The breakfast is simple and cost-effective.
Price per night fromBRL 755

Sheraton Grand Chicago Riverwalk

9.2/10
Great
Posted on May 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 fromBRL 1,505

Holiday Inn CHICAGO DWTN - THE MART by IHG

9.1/10
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 fromBRL 1,918

Level Chicago - River North

9.1/10
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 fromBRL 1,659

DoubleTree by Hilton Chicago Magnificent Mile

8.9/10
Very Good
Posted on Apr 21, 2026|Contemporary Two Queen Room
SGGuest User
Big rooms, comfortable beds and very friendly staff at the onsite restaurant. I paid sgd790 for 3 nights and I think it was worth it.
Price per night fromBRL 961

Voco Chicago Downtown - Riverwalk by IHG

8.8/10
Very Good
Posted on Jun 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 fromBRL 1,839

Hilton Chicago Magnificent Mile Suites

8.7/10
Very Good
Posted on Nov 17, 2025|One-Bedroom King Suite
USGuest User
Far enough from Michigan Ave to be a quiet neighborhood, but only one block from the Ave. The room was clean and comfortable. The bed was comfortable.
Price per night fromBRL 1,151

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 fromBRL 1,748

Hyatt Place Chicago-South/University Medical Center

8.4/10
Very Good
Posted on Dec 22, 2023|Two Queen Beds With Sofa Bed
USGuest User
The facilities were good. The check in staff was excellant and very accommodating. Upon my return I discovered a 40.00 charge on my card. When I called to get a explanation of this I was placed on a lengthy hold then asked for my confirmation number which I had to look up as it was not readily available. When I returned to the call it was disconnected. Had to call back hold again then asked for last name not confirmation number. So a bit confused about that. Then told that the charge was 40.00 for parking, surprise surprise. I don't mind the fee, the surprise I do mind as well as the condescending, surly attitude from the person I spoke with. Think I'll choose some where else on my next trip to chicago.
Price per night fromBRL 1,186

FAQs

What are some of the best hotels with Swimming Pools in Chicago?

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

For hotels with Swimming Pools in Chicago, the average price on weekdays is BRL 2,736, and the average price on weekends (Friday - Saturday) is BRL 2,930.

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

If you want to enjoy top services and amenities, there are many luxury hotels with Swimming Pools in Chicago for you to choose. JW Marriott Chicago (from BRL 1,366), Park Hyatt Chicago (from BRL 3,114) and InterContinental Hotels CHICAGO MAGNIFICENT MILE by IHG (from BRL 1,361) are some of the best luxury hotels recommended.

What promotions are available for hotels 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 the latest promotions on Trip.com.

Which hotels with Swimming Pools in Chicago are pet friendly?

Aloft Chicago Mag Mile (from BRL 1,089) is pet friendly. Enjoy your time with your furry friend here!

Chicago hotels with Pools information

Total properties62
Number of reviews6,036
Highest priceBRL 45,500
Lowest priceBRL 1,115
Weekday Avg. PriceBRL 2,736
Weekend Avg. PriceBRL 2,930