Chicago

Chicago Hotels with Pools

Select your dates to see hotels in Chicago with a Pools for a refreshing stay.

Scroll down to see hotels
Filter by:
Hotel Star Rating
≤2345
Guest Rating
Amazing 9+Great 8+Good 7+Pleasant 6+

Best Chicago Hotels with Swimming Pools

Check out our selection of Chicago hotels with Pools
Most Booked
Lowest price
Closest to downtown
Highest Rated
91
Hotel near O'Hare,Chicago
Featured facilities: Swimming Pool, Bar, Fitness Room
Great
44 reviews
9.0/10
1 night
From RUB 14,376
Check Availability
99+
Hotel near River North,Chicago
Featured facilities: Swimming Pool, Bar, Spa
Very Good
270 reviews
8.7/10
1 night
From RUB 17,243
Check Availability
99+
Hotel near River North,Chicago
Featured facilities: Swimming Pool, Bar, Fitness Room
Good
52 reviews
7.9/10
1 night
From RUB 14,896
Check Availability
99+
Hotel near Chicago Loop,Chicago
Featured facilities: Swimming Pool, Bar, Fitness Room
Great
128 reviews
9.3/10
1 night
From RUB 37,266
Check Availability
99+
Hotels in Prospect Heights
Featured facilities: Swimming Pool, Bar, Spa
Good
112 reviews
7.7/10
1 night
From RUB 9,491
Check Availability
99+
Hotel near Streeterville,Chicago
Featured facilities: Swimming Pool, Bar, Fitness Room
Amazing
129 reviews
9.6/10
1 night
From RUB 29,691
Check Availability
99+
Hotel near Chicago Loop,Chicago
Featured facilities: Swimming Pool, Bar, Spa
Very Good
124 reviews
8.9/10
1 night
From RUB 43,305
Check Availability
99+
Hotel near River North,Chicago
Featured facilities: Swimming Pool, Bar, Spa
Very Good
82 reviews
8.9/10
1 night
From RUB 18,284
Check Availability
99+
Hotel near O'Hare,Chicago
Featured facilities: Swimming Pool, Bar, Fitness Room
Amazing
131 reviews
9.4/10
1 night
From RUB 15,657
Check Availability
99+
Hotels in Chicago
Featured facilities: Swimming Pool, Fitness Room
Very Good
139 reviews
8.7/10
1 night
From RUB 15,188
Check Availability
See All Hotels with Pools in Chicago

Top rated hotels in Chicago

See all
Explore genuine reviews and ratings from real travellers to find the perfect accommodation for your needs.

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 from:RUB 31,645

Hampton Inn Chicago McCormick Place

9.1/10
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:RUB 27,267

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 from:RUB 31,162

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:RUB 26,011

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 from:RUB 29,247

DoubleTree by Hilton Chicago Magnificent Mile

8.8/10
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 from:RUB 22,230

Hilton Chicago Magnificent Mile Suites

8.7/10
Very Good
Posted on Dec 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:RUB 23,435

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:RUB 29,614

The Palmer House Hilton

8.4/10
Very Good
Posted on Apr 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:RUB 24,108

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:RUB 16,457

Frequently Asked Questions

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

What's the average price for hotels with Swimming Pools in Chicago?

For hotels with Swimming Pools in Chicago, the average price is RUB 42,773 on weekdays and RUB 46,367 on weekends (Friday–Saturday).

Which hotels with Swimming Pools in Chicago have deals?

There are many deals available on Trip.com for both new and loyal users. Please check the promotions page to save your upcoming stays.

What's the best luxury hotel with Swimming Pools in Chicago?

What hotels with Swimming Pools in Chicago allow pets?

Aloft Chicago Mag Mile (from RUB 22,479) is pet-friendly. Please call hotels in advance to ensure a smooth stay.

Chicago Hotels with Pools Information

Total properties62
Number of reviews6,057
Highest priceRUB 307,501
Lowest priceRUB 21,443
Weekday Avg. PriceRUB 42,773
Weekend Avg. PriceRUB 46,367