Chicago

Chicago Hotels with Pools

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

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Best Chicago Hotels with Swimming Pools

Check out our selection of Chicago hotels with Pools
Most Booked
Lowest price
Closest to downtown
Highest Rated
99+
Hotel near River North,Chicago
Featured facilities: Swimming Pool, Bar, Spa
Very Good
274 reviews
8.7/10
1 night
From MYR 533
Check Availability
99+
Hotel near Streeterville,Chicago
Featured facilities: Swimming Pool, Fitness Room
Very Good
69 reviews
8.7/10
1 night
From MYR 798
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99+
Hotel near Chicago Loop,Chicago
Featured facilities: Swimming Pool, Bar, Spa
Very Good
124 reviews
8.9/10
1 night
From MYR 1,038
Check Availability
99+
Hotel near Streeterville,Chicago
Featured facilities: Swimming Pool, Bar, Spa
Very Good
46 reviews
8.4/10
1 night
From MYR 710
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99+
Hotel near River North,Chicago
Featured facilities: Swimming Pool, Bar, Spa
Very Good
85 reviews
8.9/10
1 night
From MYR 667
Check Availability
99+
Hotel near River North,Chicago
Featured facilities: Swimming Pool, Bar, Fitness Room
Good
57 reviews
7.9/10
1 night
From MYR 482
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99+
Hotel near River North,Chicago
Featured facilities: Swimming Pool, Sauna, Fitness Room
Great
104 reviews
9.0/10
1 night
From MYR 1,122
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88
Hotels in Wood Dale
Featured facilities: Swimming Pool, Bar, Fitness Room
118 reviews
7.2/10
1 night
From MYR 471
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99+
Hotel near River North,Chicago
Featured facilities: Swimming Pool, Bar, Fitness Room
Very Good
106 reviews
8.7/10
1 night
From MYR 701
Check Availability
99+
Hotel near River North,Chicago
Featured facilities: Swimming Pool, Spa, Sauna
Great
99 reviews
9.2/10
1 night
From MYR 1,162
Check Availability
See All Hotels with Pools in Chicago

What's new in Chicago

Updated on October 26, 2026

Navy Pier Winter Fireworks Show

The spectacular, free, and award-winning fireworks display at Navy Pier returns for winter 2026! Experience the magic of winter fireworks every Saturday night at 8 p.m.! Enjoy a comfortable evening on the pier, watching the dazzling fireworks and breathtaking city skyline views!

Navy Pier’s Winter WonderFest

Winter Wonder Festival at Navy Pier — Chicago Holiday Experience Winter Wonder Festival: Experience magical holiday fun at Chicago's Navy Pier with a stunning 42-foot Christmas tree, thrilling rides (Cliff Drift, Zero Gravity, bumper cars), ice skating, and seasonal attractions for all ages.

The Wintrust Magnificent Mile Lights Festival

Wintrust Grand Parade of Lights — 35th Annual Wintrust Grand Parade of Lights: America's largest nighttime parade on November 21st featuring Mickey and Minnie Mouse, Disney floats, marching bands, Santa, the Wintrust Fireworks Show, and millions of lights along North Michigan Avenue!

Top rated hotels in Chicago

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

Renaissance Chicago Downtown Hotel

9.3/10
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:MYR 1,137

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:MYR 814

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:MYR 928

Sheraton Grand Chicago Riverwalk

9.0/10
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:MYR 893

SpringHill Suites Chicago O'Hare

8.9/10
Very Good
Posted on Jan 17, 2026|King Suite with Sofa Bed
KRGuest User
Stayed comfortably with family at a hotel near the airport. The suite-like room had a sofa, which was great for relaxing, and the pool was a nice bonus. Free water was a plus, and the complimentary airport shuttle was very convenient.
Price per night from:MYR 518

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:MYR 842

DoubleTree by Hilton Chicago Magnificent Mile

8.8/10
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 from:MYR 760

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:MYR 867

Hyatt Place Chicago-South/University Medical Center

8.4/10
Very Good
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 from:MYR 854

The Palmer House Hilton

8.1/10
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:MYR 590

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 MYR 1,810 on weekdays and MYR 1,981 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 MYR 572) is pet-friendly. Please call hotels in advance to ensure a smooth stay.

Chicago Hotels with Pools Information

Total properties61
Number of reviews6,081
Highest priceMYR 10,933
Lowest priceMYR 771
Weekday Avg. PriceMYR 1,810
Weekend Avg. PriceMYR 1,981