The Best Hotels with a Pool in Downtown Chicago, IL from NT$3,732 in 2026

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

Holiday Inn & Suites Chicago - Downtown by IHG : Hotel, 10-minute walk from Willis Tower. 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, 2-minute walk from Grant Park. 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.

A busy city street with tall buildings, a bus, and cars.

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Our top choices for Downtown Chicago hotels with a pool

A modern indoor pool area with clear glass walls, lounge chairs, and a view of city buildings.

1. Hotel 505 River North

Downtown Chicago

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

NT$5,328 total

includes taxes & fees

Nov 22 - Nov 23

A swimming pool area with a glass-bottomed pool, a high ceiling with hanging lights, and a staircase with people sitting on it.

2. InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

World-class indoor pool in downtown offers lap swimming and family fun at this luxury hotel.

NT$8,397 total

includes taxes & fees

Nov 26 - Nov 27

A swimming pool with a glass wall, a seating area with sofas, and an exit sign.

3. Embassy Suites by Hilton Chicago Downtown River North

Downtown Chicago

Slip into a vacation state of mind at Chicago's urban retreat with a sparkling indoor pool.

NT$4,894 total

includes taxes & fees

Nov 24 - Nov 25

A large indoor swimming pool with clear blue water, surrounded by windows offering views of a cityscape.

4. Courtyard by Marriott Chicago Magnificent Mile

Downtown Chicago

NT$4,417 total

includes taxes & fees

Nov 23 - Nov 24

A modern indoor swimming pool with blue seating and a view of the city through large windows.

5. 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.

NT$4,220 total

includes taxes & fees

Nov 22 - Nov 23

A modern indoor pool area with large windows, potted palm plants, and lounge chairs.

6. The Peninsula Chicago

Downtown Chicago

NT$24,091 total

includes taxes & fees

Nov 22 - Nov 23

An indoor swimming pool with a skylight, tiled floor, and poolside seating.

7. Hampton Inn & Suites Chicago Downtown

Downtown Chicago

Splash into downtown luxury at this Hampton Inn with stylish indoor pool and river proximity.

NT$4,077 total

includes taxes & fees

Nov 24 - Nov 25

A pool area with a view of a cityscape, a lounge with wicker furniture, and a person relaxing in the pool.

8. Trump International Hotel & Tower Chicago

Downtown Chicago

Luxurious indoor pool sanctuary at Chicago's premier tower with rejuvenating spa services.

NT$17,779 total

includes taxes & fees

Nov 8 - Nov 9

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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

The Wade

10/10 Excellent

"Great stay"

The Royal Sonesta Chicago Downtown

10/10 Excellent

"Stayed at Royal Sonos downtown Chicago with my son to celebrate my birthday . Excellent property, is under statement! The rooms are spacious and clean. The lobby was not only clean. It smelled so good as you walk in. Excellent location ! walking distance to everything . I was upgrade to the Riverview room . The view was exceptional !Everybody that worked there was extremely friendly and kind. We received A+ hospitality. Thank you for making my birthday so special!"

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 49 places to stay with pools. While you're here, you can explore sights such as Navy Pier and Soldier Field, 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 Willis Tower. 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, 2-minute walk from Grant Park. 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 49 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 Navy Pier, Michigan Avenue, 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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