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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Guest Rating
Amazing 9+Great 8+Good 7+Pleasant 6+

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, Fitness Room
Very Good
46 reviews
8.4/10
1 night
From US$223
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99+
Hotel near Chicago Loop,Chicago
Featured facilities: Bar, Spa, Sauna
Very Good
106 reviews
8.4/10
1 night
From US$290
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84
Hotel near O'Hare,Chicago
Featured facilities: Bar, Fitness Room
Great
44 reviews
9.0/10
1 night
From US$148
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99+
Hotel near Chicago Loop,Chicago
Featured facilities: Bar, Spa, Sauna
Very Good
102 reviews
8.3/10
1 night
From US$199
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79
Hotel near Chicago Loop,Chicago
Featured facilities: Bar, Fitness Room
Very Good
110 reviews
8.6/10
1 night
From US$299
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89
Hotel near Chicago Loop,Chicago
Featured facilities: Bar, Fitness Room
Very Good
110 reviews
8.6/10
1 night
From US$239
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84
Hotels in Chicago
Featured facilities: Bar, Fitness Room
Good
101 reviews
7.7/10
1 night
From US$117
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80
Hotel near Chicago Loop,Chicago
Featured facilities: Bar, Fitness Room
Very Good
44 reviews
8.9/10
1 night
From US$182
Check Availability
99+
Hotel near Chicago Loop,Chicago
Featured facilities: Fitness Room
Great
110 reviews
9.0/10
1 night
From US$214
Check Availability
99+
Hotel near Near South Side,Chicago
Featured facilities: Bar, Sauna, Fitness Room
Very Good
119 reviews
8.9/10
1 night
From US$249
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!

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 fromUS$224

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 fromUS$348

Renaissance Chicago Downtown Hotel

9.1/10
Great
Posted on Sep 23, 2025
Jess.Pua
Overall, it was good. The location was convenient, and the food at the rooftop restaurant was delicious. Remember to check out the world's largest Starbucks nearby! I didn't do my research before coming, and only realized how close it was after I left. What a pity.
Price per night fromUS$390

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 fromUS$371

Hilton Garden Inn Chicago Downtown/Magnificent Mile

8.9/10
Very Good
Posted on May 28, 2026
CNGuest 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 fromUS$191

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 fromUS$374

DoubleTree by Hilton Chicago Magnificent Mile

8.9/10
Very Good
Posted on Mar 23, 2026|Contemporary Two Queen Room
USClaudiaML
Great location, you can walk to many places. The room was nice and clean. The staff was friendly and helpful and the breaksfast was quite good.
Price per night fromUS$196

Sheraton Grand Chicago Riverwalk

8.9/10
Very Good
Posted on Jun 12, 2025
Chinzz75
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 fromUS$374

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 fromUS$283

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 fromUS$360

FAQs

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

Whether you are travelling to Chicago for business or tourism, Best Western River North Hotel (from US$151) , Embassy Suites by Hilton Chicago Downtown River North (from US$207) and Hilton Garden Inn Chicago Downtown/Magnificent Mile (from US$160) are highly recommended among the best hotels.

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 US$579, and the average price on weekends (Friday - Saturday) is US$652.

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 US$261), InterContinental Hotels CHICAGO MAGNIFICENT MILE by IHG (from US$196) and Park Hyatt Chicago (from US$594) 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 US$207) is pet friendly. Enjoy your time with your furry friend here!

Chicago hotels with Pools information

Total properties62
Number of reviews6,097
Highest priceUS$5,012
Lowest priceUS$222
Weekday Avg. PriceUS$579
Weekend Avg. PriceUS$652