TOP Hotels with Pool in Chicago, IL for 2026

Q: What are some hotels with pools in Chicago?

Embassy Suites by Hilton Chicago Downtown River North : Hotel, 4-minute walk from Michigan Avenue. Features full, an indoor pool and flat-screen televisions. Homewood Suites by Hilton Chicago Downtown South Loop : Hotel, 2-minute walk from State Street. Offers a snack bar/deli, a pool and buffet. Holiday Inn & Suites Chicago - Downtown by IHG : Hotel, 10-minute walk from Willis Tower. Provides a snack bar/deli, a seasonal outdoor pool and complimentary wireless Internet access. Hilton Garden Inn Chicago Downtown South Loop : Hotel, 1-minute walk from State Street. Features a snack bar/deli, a pool and complimentary wireless Internet access. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG : Hotel, 5-minute walk from Donald E. Stephens Convention Center. Offers 3 restaurants, an indoor pool and complimentary wireless Internet access.

City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Chicago Hotels with Pool

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Chicago hotels with a pool

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

Aloft Chicago Mag Mile

Downtown Chicago

Alec

฿2,799 total

includes taxes & fees

20 Jan - 21 Jan

Outdoor pool, pool cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Jeffrey

฿3,128 total

includes taxes & fees

2 Feb - 3 Feb

The Royal Sonesta Chicago River North

Downtown Chicago

Tierra

฿4,639 total

includes taxes & fees

20 Jan - 21 Jan

Hyatt Centric Chicago Magnificent Mile

Downtown Chicago

Tim

฿4,511 total

includes taxes & fees

25 Jan - 26 Jan

The Wade

Downtown Chicago

Kevin Bradford

฿3,704 total

includes taxes & fees

25 Jan - 26 Jan

Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Joseph

฿2,767 total

includes taxes & fees

9 Feb - 10 Feb

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

Jacqueline

฿4,453 total

includes taxes & fees

21 Jan - 22 Jan

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Downtown Chicago

Brandi

฿2,869 total

includes taxes & fees

19 Jan - 20 Jan

View all properties

Top Chicago Hotel Reviews

Eurostars Magnificent Mile

10/10 Excellent

"Amazing"

Frequently asked questions

What's it like visiting Chicago?

If lounging by a pool is your idea of a great holiday, you might want to think about lively Chicago, which offers 122 places to stay with pools. While you're visiting, you can explore attractions such as Michigan Avenue and Wrigley Field, and then kick back and relax poolside at one of the accommodation options in Chicago that guests like for their pools.

What are some hotels with pools in Chicago?

Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Features full, an indoor pool and flat-screen televisions. Homewood Suites by Hilton Chicago Downtown South Loop: Hotel, 2-minute walk from State Street. Offers a snack bar/deli, a pool and buffet. Holiday Inn & Suites Chicago - Downtown by IHG: Hotel, 10-minute walk from Willis Tower. Provides a snack bar/deli, a seasonal outdoor pool and complimentary wireless Internet access. Hilton Garden Inn Chicago Downtown South Loop: Hotel, 1-minute walk from State Street. Features a snack bar/deli, a pool and complimentary wireless Internet access. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Hotel, 5-minute walk from Donald E. Stephens Convention Center. Offers 3 restaurants, an indoor pool and complimentary wireless Internet access.

How many hotels with pools should I expect to find in Chicago?

Expedia's 122 hotels in Chicago give you a great choice for your poolside getaway.

What is there to see and do in Chicago?

Explore places such as Michigan Avenue, Wrigley Field and Naval Base Great Lakes while you're in Chicago. Surround yourself with nature at Millennium Park and Lake Michigan. Visitors have positive things to say about the popular theatre scene and stunning architecture in Chicago.

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

You may want to think about accommodation with an outdoor swimming pool if you're planning to visit Chicago in the warmest months of July, August or June, when the average temperature is 21°C. Accommodation offering an indoor pool may be what you want if you are visiting during the coldest months of January, February or December, when the average temperature is -1°C.

What's the best way to travel around Chicago?

Knowing the transportation options in Chicago can help you enjoy the area beyond your hotel pool. You can access metro transport at Monroe Station (Red Line), Monroe Station (Blue Line) and Adams-Wabash Station. If you'd like to venture out around the area, you may want to rent a car for your trip.

Explore a world of travel with Expedia

More ways to book

Book Hotels with Pool in Chicago on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Chicago Hotels with Pool