Chicago

Chicago Hotels with Pools

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Hotels with Private Pools in Chicago

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Most travelers choose to stay in Streeterville, Chicago Loop when visiting Chicago. We recommend these 447 hotels. These hotels have an average rating of 8.7. These hotels are about 5.7-28 km from O'Hare International Airport with excellent transport links. These hotels have prices ranging from EUR 471-516. Check out today's most booked hotels!
5.7km-28km
Dist. to O'Hare International Airport
€471-€516
Avg. price
8.7/10
Avg. rating
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Most popular
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Most Booked
Lowest price
Closest to downtown
Highest Rated
99+
Hotel near River North,Chicago
Featured facilities: Pool, Bar, Spa
Very Good
265 reviews
8.8/10
1 night
From €146
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99+
Hotel near Chicago Loop,Chicago
Featured facilities: Pool, Bar, Spa
Very Good
105 reviews
8.5/10
1 night
From €273
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99+
Hotel near River North,Chicago
Featured facilities: Pool, Bar, Gym
Very Good
52 reviews
8.1/10
1 night
From €158
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99+
Hotel near River North,Chicago
Featured facilities: Pool, Bar, Spa
Very Good
78 reviews
8.8/10
1 night
From €145
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99+
Hotel near Streeterville,Chicago
Featured facilities: Pool, Gym
Very Good
70 reviews
8.7/10
1 night
From €187
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99+
Hotel near River North,Chicago
Featured facilities: Pool, Sauna, Gym
Great
103 reviews
9.1/10
1 night
From €255
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86
Hotel near O'Hare,Chicago
Featured facilities: Pool, Bar, Gym
Great
45 reviews
9.0/10
1 night
From €125
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97
Hotels in Wood Dale
Featured facilities: Pool, Bar, Gym
Good
110 reviews
7.7/10
1 night
From €99
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84
Hotel near Chicago Loop,Chicago
Featured facilities: Pool, Bar, Gym
Very Good
44 reviews
8.8/10
1 night
From €152
Check Availability
99+
Hotel near Chicago Loop,Chicago
Featured facilities: Pool, Bar, Spa
Very Good
98 reviews
8.4/10
1 night
From €200
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See All Hotels with Pools in Chicago

Latest Hotels Reviews for Chicago

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Explore honest ratings and real traveler reviews to help you find the perfect stay.

Renaissance Chicago O'Hare Suites Hotel

9.4/10
Amazing
Posted on Oct 15, 2025
_WeChat26318****
The room was spacious, the food was surprisingly delicious, and the service was quite good. They cleaned our room on the first day, but even though we tipped them, they didn't clean it on the second day. We had to leave at 3 AM, so it wasn't a big problem. The only downside is that it's far from the city center, with no entertainment or supermarkets. It's very close to the airport; the blue line runs 24 hours a day, traversing the entire city, which is very convenient. Trains run every 20 minutes in the early morning. Although there are many homeless people on the train and the smell is unpleasant, as long as you don't bother them, you're generally safe.
Price per night from:€161

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:€353

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:€128

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:€243

Sheraton Grand Chicago Riverwalk

9.0/10
Great
Posted on Jun 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:€271

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:€136

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:€231

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:€245

Hyatt Place Chicago-South/University Medical Center

8.4/10
Very Good
Posted on Jun 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:€252

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:€148

Frequently Asked Questions

What promotions are available for hotels with Swimming Pools in Chicago?

Trip.com offers various promotions and discounts to its users throughout the year. You can check out the Promotions page to see what promotions Trip.com has going on.

What is the average room rate at Swimming Pools hotel in Chicago?

The average price for hotels in Swimming Pools in Chicago is €471 on weekdays and €516 on weekends (Friday to Saturday).

What are the popular hotels with Swimming Pools in Chicago?

What are some great luxury hotels with Swimming Pools in Chicago?

If you're looking for premium services and top-notch amenities, there are plenty of luxury hotels with Swimming Pools in Chicago to choose from. JW Marriott Chicago (from €228), InterContinental Hotels CHICAGO MAGNIFICENT MILE by IHG (from €188) and Park Hyatt Chicago (from €545) are among the top luxury hotels you can book.

Which hotels with Swimming Pools in Chicago allow pets?

Aloft Chicago Mag Mile (from €160) allows pets. But it's better to contact with hotels ahead to make sure. Enjoy your pet's time during your stay!

Hotel Information for Tourists

Total properties61
Number of reviews5,943
Highest price€3,607
Lowest price€216
Weekday Avg. Price€471
Weekend Avg. Price€516