Chicago

Chicago Hotels with Pools

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Best Chicago Hotels with Swimming Pools

Check out our recommended hotels with pools in Chicago.
Most Booked
Lowest price
Closest to downtown
Highest Rated
89
Hotel near O'Hare,Chicago
Featured facilities: Swimming Pool, Bar, Fitness Room
Great
44 reviews
9.0/10
1 night
From AU$ 262
Check Availability
99+
Hotel near River North,Chicago
Featured facilities: Swimming Pool, Bar, Spa
Very Good
267 reviews
8.8/10
1 night
From AU$ 251
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99+
Hotel near River North,Chicago
Featured facilities: Swimming Pool, Bar, Fitness Room
Good
52 reviews
7.8/10
1 night
From AU$ 217
Check Availability
99+
Hotel near Chicago Loop,Chicago
Featured facilities: Swimming Pool, Bar, Fitness Room
Great
128 reviews
9.3/10
1 night
From AU$ 483
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99+
Hotels in Prospect Heights
Featured facilities: Swimming Pool, Bar, Spa
Good
112 reviews
7.7/10
1 night
From AU$ 179
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99+
Hotel near Streeterville,Chicago
Featured facilities: Swimming Pool, Bar, Fitness Room
Amazing
129 reviews
9.6/10
1 night
From AU$ 312
Check Availability
99+
Hotel near Chicago Loop,Chicago
Featured facilities: Swimming Pool, Bar, Spa
Very Good
122 reviews
8.8/10
1 night
From AU$ 362
Check Availability
99+
Hotel near River North,Chicago
Featured facilities: Swimming Pool, Bar, Spa
Very Good
78 reviews
8.8/10
1 night
From AU$ 238
Check Availability
99+
Hotel near O'Hare,Chicago
Featured facilities: Swimming Pool, Bar, Fitness Room
Amazing
132 reviews
9.4/10
1 night
From AU$ 276
Check Availability
99+
Hotels in Chicago
Featured facilities: Swimming Pool, Fitness Room
Very Good
137 reviews
8.9/10
1 night
From AU$ 221
Check Availability
Show more hotels with Pools in Chicago

Hotels in Chicago Reviews

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

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 $50 in the self park next door. Entrance houses 3 hotels which is confusing. Hotel had clean products and no terrible chemical or mold smells.
Price per night from:AU$ 206

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:AU$ 413

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 $800 security deposit on my credit card for nearly a month since check-out. I have sent two emails directly to the General Manager, to request compensation for the broken amenities, but I have been completely ignored. Very unprofessional post-stay customer service. Beware of their communication failures.
Price per night from:AU$ 410

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:AU$ 416

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:AU$ 228

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:AU$ 444

Hilton Chicago Magnificent Mile Suites

8.7/10
Very Good
Posted on Nov 17, 2025|One-Bedroom King Suite
USGuest User
Far enough from Michigan Ave to be a quiet neighborhood, but only one block from the Ave. The room was clean and comfortable. The bed was comfortable.
Price per night from:AU$ 290

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:AU$ 398

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:AU$ 461

The Palmer House Hilton

8.3/10
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:AU$ 293

FAQs

What are the best hotels with Swimming Pools in Chicago?

What are the best 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 AU$ 373), Park Hyatt Chicago (from AU$ 851) and InterContinental Hotels CHICAGO MAGNIFICENT MILE by IHG (from AU$ 346) are among the top luxury hotels you can book.

Which Chicago hotels with Swimming Pools are pet-friendly?

Aloft Chicago Mag Mile (from AU$ 250) is a pet-friendly hotel. Travel with your pets and enjoy a stay that welcomes them too!

Where to find hotel deals for Chicago hotels with Swimming Pools?

Trip.com has travel deals available throughout the year. Check out the promotions page to grab the latest discounts and offers on Trip.com.

Everything You Should Know About Pools in Chicago Hotels

Total properties62
Number of reviews6,036
Highest priceAU$ 12,414
Lowest priceAU$ 304
Weekday Avg. PriceAU$ 746
Weekend Avg. PriceAU$ 800