The Best Hotels with a Pool in The Loop, IL from ₩279,558 in 2026

Q: What are some accommodations with pools in The Loop?

Congress Plaza Hotel : Hotel, 4-minute walk from State Street. Features 2 restaurants, an indoor pool, and a health club. Travelodge by Wyndham Downtown Chicago : Hotel steps from State Street. Features a full-service spa, an indoor pool, and a 24-hour fitness center. Fairmont Chicago at Millennium Park : Hotel, 12-minute walk from Michigan Avenue. Provides a snack bar/deli, an indoor pool, and complimentary wireless internet access.

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Our top choices for The Loop 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.

₩308,177 total

includes taxes & fees

Jul 1 - Jul 2

Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

₩279,558 total

includes taxes & fees

Jul 8 - Jul 9

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.

₩430,937 total

includes taxes & fees

Jul 7 - Jul 8

Sheraton Grand Chicago Riverwalk

Downtown Chicago

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

₩490,536 total

includes taxes & fees

Jul 1 - Jul 2

Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Dive into downtown luxury with a rejuvenating pool experience close to Chicago landmarks.

₩297,564 total

includes taxes & fees

Jul 2 - Jul 3

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.

₩405,018 total

includes taxes & fees

Jul 1 - Jul 2

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.

₩296,001 total

includes taxes & fees

Jul 6 - Jul 7

Sentral Michigan Avenue

Downtown Chicago

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

₩344,134 total

includes taxes & fees

Jul 1 - Jul 2

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Choose what matters most at hotels with a pool in The Loop

Breakfast included

4 stars

Top The Loop Hotel Reviews

Silversmith Hotel Chicago Downtown

10/10 Excellent

"Clean room. We wish you could order breakfast through room service- not an option. Slight noise from the L train running"

Swissotel - Chicago

8/10 Good

"The daily $30 urban experience fee is just weird. The shower was tiny…like small closet tiny. The facilities were decent but updating is in order. The full sized bath tub and shower could be combined as a much needed upgrade to the bathroom. Try the Paloma at the bar Amuse. Made with their own honey in lieu of agave. All in all not a bad stay and great location for me"

Frequently asked questions

What are some accommodations with pools in The Loop?

Congress Plaza Hotel: Hotel, 4-minute walk from State Street. Features 2 restaurants, an indoor pool, and a health club. Travelodge by Wyndham Downtown Chicago: Hotel steps from State Street. Features a full-service spa, an indoor pool, and a 24-hour fitness center. Fairmont Chicago at Millennium Park: Hotel, 12-minute walk from Michigan Avenue. Provides a snack bar/deli, an indoor pool, and complimentary wireless internet access.

What is there to see and do in The Loop?

Explore places like Michigan Avenue and Lake Michigan while you're in The Loop. Surround yourself with nature at Millennium Park and Grant Park. The Loop appeals to visitors with its array of dining options, stunning architecture, and top museums.

When is the best time to book a hotel with a pool in The Loop?

You may want to consider a place to stay that offers an outdoor if you plan to visit in the warmest months of July, August, or June when the average temperature 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 temperature is 31°F.

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