The Best Hotels with a Pool in Downtown Chicago, IL from ₩255,455 in 2026

Q: What are some hotels with pools in Downtown Chicago?

Holiday Inn & Suites Chicago - Downtown by IHG : Hotel, 10-minute walk from University of Illinois Chicago. Features a snack bar/deli, a seasonal outdoor pool, and complimentary wireless internet access. Embassy Suites by Hilton Chicago Downtown River North : Hotel, 4-minute walk from Michigan Avenue. Offers full, an indoor pool, and flat-screen televisions. Hilton Garden Inn Chicago Downtown South Loop : Hotel, 1-minute walk from State Street. Provides a snack bar/deli, a pool, and complimentary wireless internet access. Hyatt Centric Chicago Magnificent Mile : Hotel, 2-minute walk from Michigan Avenue. Features complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. The Ritz-Carlton, Chicago : Hotel steps from Water Tower Place. Offers a full-service spa, a pool, and Smart TVs.

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Our top choices for Downtown Chicago hotels with a pool

The Wade

Downtown Chicago

Float away at this stunning luxury hotel with an indoor pool overlooking Lake Michigan and the city's iconic skyline.

₩295,075 total

includes taxes & fees

Jul 1 - Jul 2

Palmer House a Hilton Hotel

Downtown Chicago

Dive into urban tranquility at the Palmer House pool, where historic charm meets modern luxury.

₩493,027 total

includes taxes & fees

Jul 5 - Jul 6

The Royal Sonesta Chicago River North

Downtown Chicago

Stylish indoor pool retreat in downtown Chicago makes luxury laps a breeze after sightseeing.

₩359,108 total

includes taxes & fees

Jul 5 - Jul 6

Sheraton Grand Chicago Riverwalk

Downtown Chicago

Riverside hotel offers waterfront relaxation with indoor pool near Michigan Avenue.

₩509,091 total

includes taxes & fees

Jul 1 - Jul 2

Hyatt Centric Chicago Magnificent Mile

Downtown Chicago

Splash into serenity at this Michigan Avenue retreat with a sparkling indoor pool, hot tub haven, and 24-hour fitness center.

₩405,277 total

includes taxes & fees

Jul 2 - Jul 3

JW Marriott Chicago

Downtown Chicago

Sleek indoor pool sanctuary opens onto Chicago adventures in this luxury retreat.

₩493,020 total

includes taxes & fees

Jul 5 - Jul 6

Indoor pool, open 7:00 AM to 10:00 PM, sun loungers

Aloft by Marriott Chicago Mag Mile

Downtown Chicago

Splash into the city at this downtown hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.

₩255,455 total

includes taxes & fees

Jul 2 - Jul 3

Indoor pool, seasonal outdoor pool, free cabanas, sun loungers

Radisson Blu Aqua Hotel Chicago

Downtown Chicago

Luxurious indoor and seasonal outdoor pools form a relaxing oasis near Millennium Park and Michigan Avenue.

₩479,064 total

includes taxes & fees

Jul 6 - Jul 7

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Choose what matters most at hotels with a pool in Downtown Chicago

Breakfast included

4 stars

Top Downtown Chicago Hotel Reviews

Congress Plaza Hotel

8/10 Good

"Great place to stay in the city"

Hyatt Regency Chicago

10/10 Excellent

"Excellent stay! We had a wonderful experience at this hotel. The location is perfect, with plenty of great restaurants and shopping within walking distance. The area felt very safe, which made our stay even more enjoyable. The hotel was clean, comfortable, and well maintained. The staff were polite, friendly, and always willing to help. Their excellent service made us feel welcome from check-in to check-out. We would definitely stay here again and highly recommend this hotel to anyone visiting the area."

Hilton Chicago/Magnificent Mile Suites

8/10 Good

"I booked three rooms at this hotel for a speacial occasion trip to celebrate a graduation. At check in I asked if one of the rooms could possibly have some kind of view of the city. I was quickly told it was not possible as the hotel was sold out. I was very sorry that out of the 100's of rooms in the hotel they could not have accommodated even one of the three rooms booked and the check in clerk was not friendly about it. For this reason and the overall appearance of the hotel I would not recommend it. I gave it some 4 stars because the bell desk and the valet were cordial. But next time I'll stay somewhere else."

The Whitehall Hotel, BW Premier Collection

8/10 Good

"Our room was a great size, comfortable and the air conditioning worked great. My only complaint is that the bathroom is a little dated and crowded but otherwise we had no problems. The hotel’s proximity to magnificent mile, old town and Gold Coast is great. We walked almost everywhere. The staff was very helpful and accommodating."

Holiday Inn Chicago Dwtn - The Mart by IHG

8/10 Good

"This hotel was very nice. We liked the room, the pool, the bar area, and the location on the Chicago Riverwalk. My only complaint was that each day during our stay we had to contact the front desk in order to have enough towels or coffee for all three of us."

Frequently asked questions

What's it like visiting Downtown Chicago?

If relaxing by the pool is your idea of a great vacation, you might want to think about lively Downtown Chicago, which offers 48 places to stay with pools. While you're here, you can explore sights such as Michigan Avenue and Navy Pier, and then unwind poolside at one of the accommodations in Downtown Chicago that guests like for their pools.

What are some hotels with pools in Downtown Chicago?

Holiday Inn & Suites Chicago - Downtown by IHG: Hotel, 10-minute walk from University of Illinois Chicago. Features a snack bar/deli, a seasonal outdoor pool, and complimentary wireless internet access. Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Offers full, an indoor pool, and flat-screen televisions. Hilton Garden Inn Chicago Downtown South Loop: Hotel, 1-minute walk from State Street. Provides a snack bar/deli, a pool, and complimentary wireless internet access. Hyatt Centric Chicago Magnificent Mile: Hotel, 2-minute walk from Michigan Avenue. Features complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. The Ritz-Carlton, Chicago: Hotel steps from Water Tower Place. Offers a full-service spa, a pool, and Smart TVs.

How many hotels with pools are there in Downtown Chicago?

Expedia's 48 hotels in Downtown Chicago give you a great choice for your poolside getaway.

What is there to see and do in Downtown Chicago?

Explore places like Michigan Avenue, Navy Pier, and Lake Michigan while you're in Downtown Chicago. Make a point to visit attractions like Millennium Park and Chicago Cultural Center. Downtown Chicago appeals to visitors with its beautiful river views, stunning architecture, and top museums.

When is the best time to book a hotel with a pool in Downtown Chicago?

You may want to consider a place to stay that offers an outdoor if you'll be visiting in the hottest months of July, August, or June when the average temp is 70°F. Lodging with an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temp is 31°F.

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