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 449 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 USD 553-593. Check out today's most booked hotels!
5.7km-28km
Dist. to O'Hare International Airport
US$553-US$593
Avg. price
8.7/10
Avg. rating
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Most popular
Powered by AI
Most Booked
Lowest price
Closest to downtown
Highest Rated
99+
Hotel near River North,Chicago
Featured facilities: Pool, Bar, Spa
Very Good
262 reviews
8.8/10
1 night
From US$144
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99+
Hotel near Chicago Loop,Chicago
Featured facilities: Pool, Bar, Spa
Very Good
103 reviews
8.5/10
1 night
From US$362
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99+
Hotel near River North,Chicago
Featured facilities: Pool, Bar, Gym
Very Good
49 reviews
8.1/10
1 night
From US$221
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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 US$161
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99+
Hotel near Streeterville,Chicago
Featured facilities: Pool, Gym
Very Good
70 reviews
8.7/10
1 night
From US$201
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99+
Hotel near River North,Chicago
Featured facilities: Pool, Sauna, Gym
Great
103 reviews
9.1/10
1 night
From US$243
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86
Hotel near O'Hare,Chicago
Featured facilities: Pool, Bar, Gym
Great
45 reviews
9.0/10
1 night
From US$161
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97
Hotels in Chicago
Featured facilities: Pool, Bar, Gym
Good
110 reviews
7.7/10
1 night
From US$113
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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 US$247
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99+
Hotel near Chicago Loop,Chicago
Featured facilities: Pool, Bar, Spa
Very Good
97 reviews
8.3/10
1 night
From US$232
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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:US$171

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:US$404

Hampton Inn Chicago McCormick Place

9.2/10
Great
Posted on Jul 1, 2024|Room With 2 Queen Beds, Mini Fridge-Non-Smoking
USGuest User
Pool was saline and clean and warm enough to actually use. Breakfast was nice. Parking was $50 in the self park next door. Entrance houses 3 hotels which is confusing. Hotel had clean products and no terrible chemical or mold smells.
Price per night from:US$193

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:US$278

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:US$311

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:US$163

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:US$281

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:US$280

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:US$291

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:US$202

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 US$553 on weekdays and US$593 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 US$261), InterContinental Hotels CHICAGO MAGNIFICENT MILE by IHG (from US$216) and Park Hyatt Chicago (from US$624) are among the top luxury hotels you can book.

Which hotels with Swimming Pools in Chicago allow pets?

Aloft Chicago Mag Mile (from US$175) 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 reviews5,948
Highest priceUS$3,158
Lowest priceUS$172
Weekday Avg. PriceUS$553
Weekend Avg. PriceUS$593