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: Bar, Gym
Very Good
47 reviews
8.2/10
1 night
From $137
Check availability
84
Hotels in Chicago
Featured facilities: Bar, Gym
Good
101 reviews
7.7/10
1 night
From $109
Check availability
89
Hotel near Chicago Loop,Chicago
Featured facilities: Bar, Gym
Very Good
111 reviews
8.7/10
1 night
From $216
Check availability
80
Hotel near Chicago Loop,Chicago
Featured facilities: Bar, Gym
Very Good
44 reviews
8.9/10
1 night
From $150
Check availability
84
Hotel near O'Hare,Chicago
Featured facilities: Bar, Gym
Great
44 reviews
9.0/10
1 night
From $161
Check availability
99+
Hotel near Chicago Loop,Chicago
Featured facilities: Bar, Spa, Sauna
Very Good
106 reviews
8.4/10
1 night
From $228
Check availability
79
Hotel near Chicago Loop,Chicago
Featured facilities: Bar, Gym
Very Good
110 reviews
8.6/10
1 night
From $212
Check availability
99+
Hotel near Chicago Loop,Chicago
Featured facilities: Bar, Spa, Sauna
Very Good
102 reviews
8.3/10
1 night
From $199
Check availability
99+
Hotels in Chicago
Featured facilities: Bar, Spa, Sauna
Good
112 reviews
7.7/10
1 night
From $119
Check availability
99+
Hotel near O'Hare,Chicago
Featured facilities: Bar, Gym
Great
130 reviews
9.3/10
1 night
From $170
Check availability
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.

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:$159

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 from:$271

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:$352

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:$312

Sheraton Grand Chicago Riverwalk

9.0/10
Great
Posted on Feb 23, 2026
Guest User
Our stay was absolutely awesome! The staff were so helpful and friendly. Our room was clean and comfortable. My husband and I enjoyed our stay and we will return.
Price per night from:$304

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 from:$245

DoubleTree by Hilton Chicago Magnificent Mile

8.9/10
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:$170

Hilton Garden Inn Chicago Downtown/Magnificent Mile

8.7/10
Very Good
Posted on May 28, 2026
Guest 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 from:$136

Hilton Chicago Magnificent Mile Suites

8.6/10
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 from:$213

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:$280

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 $569, and on weekends (Friday–Saturday) is $644.

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 $188) 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?

There are many luxury hotels with Swimming Pools in Chicago. JW Marriott Chicago (from $261), InterContinental Hotels CHICAGO MAGNIFICENT MILE by IHG (from $201) and Park Hyatt Chicago (from $571) are very popular.

Chicago Hotels with Pools Information

Total properties61
Number of reviews6,016
Highest price$4,292
Lowest price$182
Weekday Avg. Price$569
Weekend Avg. Price$644