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
99+
Hotel near River North,Chicago
Featured facilities: Bar, Spa, Fitness Room
Very Good
258 reviews
8.7/10
1 night
From PLN 504
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97
Hotels in Chicago
Featured facilities: Bar, Fitness Room
Good
104 reviews
7.7/10
1 night
From PLN 447
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99+
Hotel near Chicago Loop,Chicago
Featured facilities: Bar, Spa, Sauna
Very Good
101 reviews
8.3/10
1 night
From PLN 768
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99+
Hotel near River North,Chicago
Featured facilities: Bar, Fitness Room
Very Good
47 reviews
8.2/10
1 night
From PLN 414
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99+
Hotel near O'Hare,Chicago
Featured facilities: Bar, Fitness Room
Amazing
131 reviews
9.4/10
1 night
From PLN 643
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86
Hotel near O'Hare,Chicago
Featured facilities: Bar, Fitness Room
Great
44 reviews
9.0/10
1 night
From PLN 587
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99+
Hotel near River North,Chicago
Featured facilities: Bar, Fitness Room
Very Good
118 reviews
8.9/10
1 night
From PLN 907
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99+
Hotels in Chicago
Featured facilities: Bar, Spa, Sauna
Good
111 reviews
7.7/10
1 night
From PLN 458
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99+
Hotels in Chicago
Featured facilities: Bar, Spa, Sauna
Great
116 reviews
9.1/10
1 night
From PLN 500
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99+
Hotel near River North,Chicago
Featured facilities: Sauna, Fitness Room
Great
103 reviews
9.1/10
1 night
From PLN 737
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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!

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 fromPLN 841

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 fromPLN 1,300

Hyatt Place Chicago-South/University Medical Center

9.1/10
Great
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 fromPLN 807

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 fromPLN 911

Sheraton Grand Chicago Riverwalk

9.0/10
Great
Posted on Jun 12, 2025|High Floor Club King Room
SGChinzz75
It's my first time staying in Sheraton Riverwalk Chicago and the experience was awesome! View was good, everything was convenient and it's highly recommended for everyone to stay there 🥰🥰
Price per night fromPLN 1,380

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 fromPLN 643

Embassy Suites by Hilton Chicago Downtown River North

8.8/10
Very Good
Posted on Apr 23, 2026|King Suite with City View
CNAnonymous User
The room was incredibly spacious, more like a suite. As soon as you walked in, there was a sofa, dining table, and TV, like a small living room. Further inside, there was a separate bathroom with a wet/dry area. Across from that, there was a dedicated wet bar area with a microwave and refrigerator. The innermost part was the bedroom, which also had another TV. While I probably wouldn't turn them on much, it's definitely worth mentioning that the room has two TVs. The location is very convenient, with a famous deep-dish pizza place right downstairs (though I personally didn't find it tasty). The hotel gym is also very well-equipped. The only downside was that there was no complimentary bottled water in the room, but that's typical for most hotels in the US.
Price per night fromPLN 641

Hilton Chicago Magnificent Mile Suites

8.7/10
Very Good
Posted on Mar 13, 2026
Can H.
Nice hotel , very clean with good location, you have full room amenities which is convenient, and very spacious room
Price per night fromPLN 744

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 fromPLN 938

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

8.0/10
Very Good
Posted on Nov 2, 2025
TongZ_VA
Great location, spacious suite, Tom at front desk was very nice and professional. The only issue was that two elevators were not in service so it took a bit longer to get up and down. Overall I would still recommend this hotel
Price per night fromPLN 561

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 PLN 2,106, and the average price on weekends (Friday - Saturday) is PLN 2,346.

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 PLN 965), InterContinental Hotels CHICAGO MAGNIFICENT MILE by IHG (from PLN 720) and Park Hyatt Chicago (from PLN 1,805) 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 PLN 623) is pet friendly. Enjoy your time with your furry friend here!

Chicago hotels with Pools information

Total properties61
Number of reviews6,016
Highest pricePLN 15,986
Lowest pricePLN 670
Weekday Avg. PricePLN 2,106
Weekend Avg. PricePLN 2,346