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: Pool, Bar, Spa
Very Good
262 reviews
8.8/10
1 night
From PLN 462
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99+
Hotel near Chicago Loop,Chicago
Featured facilities: Pool, Bar, Spa
Very Good
107 reviews
8.5/10
1 night
From PLN 877
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99+
Hotel near River North,Chicago
Featured facilities: Pool, Bar, Gym
Very Good
48 reviews
8.2/10
1 night
From PLN 395
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99+
Hotel near River North,Chicago
Featured facilities: Pool, Bar, Spa
Very Good
78 reviews
8.8/10
1 night
From PLN 492
Check availability
99+
Hotel near Streeterville,Chicago
Featured facilities: Pool, Gym
Very Good
70 reviews
8.7/10
1 night
From PLN 552
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99+
Hotel near River North,Chicago
Featured facilities: Pool, Sauna, Gym
Great
103 reviews
9.1/10
1 night
From PLN 893
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86
Hotel near O'Hare,Chicago
Featured facilities: Pool, Bar, Gym
Great
44 reviews
9.0/10
1 night
From PLN 516
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97
Hotels in Chicago
Featured facilities: Pool, Bar, Gym
Good
106 reviews
7.6/10
1 night
From PLN 427
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84
Hotel near Chicago Loop,Chicago
Featured facilities: Pool, Bar, Gym
Very Good
44 reviews
8.8/10
1 night
From PLN 547
Check availability
99+
Hotel near Chicago Loop,Chicago
Featured facilities: Pool, Bar, Spa
Very Good
102 reviews
8.3/10
1 night
From PLN 598
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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.

Renaissance Chicago O'Hare Suites Hotel

9.4/10
Amazing
Posted on Oct 15, 2025
_WeChat26318****
The room was spacious, the food was surprisingly delicious, and the service was quite good. They cleaned our room on the first day, but even though we tipped them, they didn't clean it on the second day. We had to leave at 3 AM, so it wasn't a big problem. The only downside is that it's far from the city center, with no entertainment or supermarkets. It's very close to the airport; the blue line runs 24 hours a day, traversing the entire city, which is very convenient. Trains run every 20 minutes in the early morning. Although there are many homeless people on the train and the smell is unpleasant, as long as you don't bother them, you're generally safe.
Price per night from:PLN 571

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 615

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 1,117

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 890

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 from:PLN 1,015

DoubleTree by Hilton Chicago Magnificent Mile

8.9/10
Very Good
Posted on Jun 1, 2026
USGuest User
Came here for spring break and chose this hotel; it offers great value for money. The hotel has a good location, new facilities, and excellent service. Everything you need is available nearby. Highly recommended. Chicago in March is still quite cold, though.
Price per night from:PLN 553

Voco Chicago Downtown - Riverwalk by IHG

8.8/10
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 856

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 762

Hyatt Place Chicago-South/University Medical Center

8.4/10
Very Good
Posted on Jun 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:PLN 583

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 from:PLN 509

Frequently Asked Questions

What are the best hotels with Swimming Pools in Chicago?

How much is a hotel with Swimming Pools in Chicago?

For hotels with Swimming Pools in Chicago, the average price on weekdays is PLN 2,103, and on weekends (Friday–Saturday) is PLN 2,242.

What available deals for hotels with Swimming Pools in Chicago?

Trip.com always provides various promotions and discounts for both new and loyal users. You can check the promotions page to figure out what promotions are available for your stay.

What hotels with Swimming Pools in Chicago are pet-friendly?

Aloft Chicago Mag Mile (from PLN 519) allows pets. But it's better to contact with hotels ahead to make sure. Enjoy your time with pets during your stay!

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

Chicago Hotels with Pools Information

Total properties60
Number of reviews5,939
Highest pricePLN 13,886
Lowest pricePLN 675
Weekday Avg. PricePLN 2,103
Weekend Avg. PricePLN 2,242