The Best Hotels with a Pool in Downtown Chicago, IL from NT$5,533 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, 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.

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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.

NT$6,488 total

includes taxes & fees

Aug 23 - Aug 24

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

Chicago hotel offers refreshing stays with indoor pool, fitness center, and walkable Michigan Avenue access.

NT$8,518 total

includes taxes & fees

Aug 10 - Aug 11

Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

NT$7,407 total

includes taxes & fees

Aug 16 - Aug 17

Holiday Inn Chicago Dwtn - The Mart by IHG

Downtown Chicago

Float in style at this Chicago riverside retreat with a sleek indoor pool, two on-site restaurants, and skyline views.

NT$8,051 total

includes taxes & fees

Aug 9 - Aug 10

Sentral Michigan Avenue

Downtown Chicago

Indoor pool oasis at upscale Michigan Avenue aparthotel offers year-round swimming enjoyment.

NT$7,006 total

includes taxes & fees

Aug 24 - Aug 25

Outdoor pool, cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.

NT$7,131 total

includes taxes & fees

Aug 9 - Aug 10

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.

NT$9,168 total

includes taxes & fees

Aug 23 - Aug 24

Indoor pool, open 5:00 AM to 11:00 PM, sun loungers

voco Chicago Downtown - Riverwalk by IHG

Downtown Chicago

Dive into the Chicago downtown hotel's refreshing indoor pool and sauna for ultimate relaxation.

NT$8,369 total

includes taxes & fees

Aug 9 - Aug 10

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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

10/10 Excellent

"Todo hermoso"

Club Quarters Hotel, Central Loop, Chicago

8/10 Good

"Clean, in a great location in the city! Quick walk to the train and not far from the river walk. Also, they will hold your bags prior to check in and after check out which makes it easy. Staff was nice and helpful. My iron didn’t work, the ironing board was old and had difficulty standing up and the bathroom door would stay open. Other than a few minor things, great place."

Fairmont Chicago at Millennium Park

10/10 Excellent

"The room was clean, spacious, big windows where you can see everything. Stocked with everything you can think of (snacks, drinks) at a cost, but convenient. Location at millennium Park was a 5 minute walk to Riverwalk. The staff was accommodating. I loved everything about the luxury stay."

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 64 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, 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 64 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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