Chicago

Chicago Hotels with Pools

Enter your dates to find hotels with swimming pools in Chicago where you can swim, relax, and recharge.

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Top Hotels with Pools in Chicago

Check out our recommended hotels with pools in Chicago.
Most Booked
Lowest price
Closest to downtown
Highest Rated
89
Hotel near O'Hare,Chicago
Featured facilities: Pool, Bar, Gym
Great
45 reviews
9.0/10
1 night
From €148
Check availability
99+
Hotel near River North,Chicago
Featured facilities: Pool, Bar, Spa
Very Good
267 reviews
8.8/10
1 night
From €145
Check availability
99+
Hotel near River North,Chicago
Featured facilities: Pool, Bar, Gym
Good
52 reviews
7.8/10
1 night
From €122
Check availability
99+
Hotel near Chicago Loop,Chicago
Featured facilities: Pool, Bar, Gym
Great
128 reviews
9.3/10
1 night
From €298
Check availability
99+
Hotels in Prospect Heights
Featured facilities: Pool, Bar, Spa
Good
111 reviews
7.7/10
1 night
From €119
Check availability
99+
Hotel near Streeterville,Chicago
Featured facilities: Pool, Bar, Gym
Amazing
129 reviews
9.6/10
1 night
From €276
Check availability
99+
Hotel near Chicago Loop,Chicago
Featured facilities: Pool, Bar, Spa
Very Good
123 reviews
8.8/10
1 night
From €227
Check availability
99+
Hotel near River North,Chicago
Featured facilities: Pool, Bar, Spa
Very Good
78 reviews
8.8/10
1 night
From €165
Check availability
99+
Hotel near O'Hare,Chicago
Featured facilities: Pool, Bar, Gym
Amazing
132 reviews
9.4/10
1 night
From €153
Check availability
99+
Hotels in Chicago
Featured facilities: Pool, Gym
Very Good
137 reviews
8.9/10
1 night
From €136
Check availability
See All Hotels With Pools in Chicago

Latest Reviews for Chicago Hotels

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

Hampton Inn Chicago McCormick Place

9.2/10
Great
Posted onApr 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:€127

Sheraton Grand Chicago Riverwalk

9.2/10
Great
Posted onJun 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:€253

Level Chicago - River North

9.1/10
Great
Posted onJul 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:€258

Holiday Inn CHICAGO DWTN - THE MART by IHG

9.0/10
Great
Posted onJun 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:€264

DoubleTree by Hilton Chicago Magnificent Mile

8.9/10
Very Good
Posted onApr 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 from:€147

Voco Chicago Downtown - Riverwalk by IHG

8.8/10
Very Good
Posted onJun 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 from:€224

Hilton Chicago Magnificent Mile Suites

8.7/10
Very Good
Posted onDec 15, 2025|Two Double Studio Suite
AETanveer 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:€177

InterContinental Hotels CHICAGO MAGNIFICENT MILE by IHG

8.5/10
Very Good
Posted onJan 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:€245

Hyatt Place Chicago-South/University Medical Center

8.4/10
Very Good
Posted onJun 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:€323

The Palmer House Hilton

8.3/10
Very Good
Posted onApr 12, 2026|Standard Double Room
USpheebs949
The hotel lobby is breathtakingly beautiful, like stepping back into the Golden Age. The rooms are clean and comfortable, and the staff are professional and courteous. If you're in Chicago, you absolutely cannot miss this classic hotel with its rich history!
Price per night from:€185

FAQs

Where is the best place for a stay with Swimming Pools in Chicago?

What’s the typical price for hotels with Swimming Pools in Chicago?

For hotels with Swimming Pools in Chicago, the average price on weekdays is €469, and the average price on weekends (Friday–Saturday) is €503.

What's the best high-end place with Swimming Pools to stay in Chicago?

What's the best pet-friendly hotel with Swimming Pools in Chicago?

Aloft Chicago Mag Mile (from €161) allows pets. But it's better to contact hotels ahead to confirm the situation since pet-friendly rooms are subject to availability. Hope to enjoy your good time with pets during the stay!

What are some great hotel promotions for property 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 what promotions are available on Trip.com.

Chicago Hotels with Pools Information

Total properties62
Number of reviews6,051
Highest price€3,627
Lowest price€232
Weekday Avg. Price€469
Weekend Avg. Price€503