The Best Hotels with a Pool in Chicago, IL from NT$2,800 in 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

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Our top choices for Chicago hotels with a pool

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

Aloft Chicago Mag Mile

Downtown Chicago

Alec

NT$2,858 total

includes taxes & fees

Jan 22 - Jan 23

Outdoor pool, cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Jeffrey

NT$3,165 total

includes taxes & fees

Feb 2 - Feb 3

The Royal Sonesta Chicago River North

Downtown Chicago

Tierra

NT$4,675 total

includes taxes & fees

Jan 24 - Jan 25

Hyatt Centric Chicago Magnificent Mile

Downtown Chicago

Tim

NT$4,568 total

includes taxes & fees

Jan 25 - Jan 26

The Wade

Downtown Chicago

Kevin Bradford

NT$3,749 total

includes taxes & fees

Jan 22 - Jan 23

Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Joseph

NT$2,800 total

includes taxes & fees

Feb 8 - Feb 9

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

Jacqueline

NT$4,488 total

includes taxes & fees

Jan 21 - Jan 22

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Downtown Chicago

Brandi

NT$2,891 total

includes taxes & fees

Jan 22 - Jan 23

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Top Chicago Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent

"The staff was amazing and helpful. The room was very clean and the view was beautiful. Everything was so relaxing i hardly wanted to leave the room. I had the best sleep ever in the comfortable king size bed. The gym my great , hot towels, water and headphones to use on the equipment. I stayed for my birthday and my stay was the best part of my special day."

Frequently asked questions

What's it like visiting Chicago?

If lounging by a pool is your idea of a great vacation, you may want to consider lively Chicago, which offers 122 places to stay with pools. While you're here, you can explore attractions like Michigan Avenue and Wrigley Field, and then kick back and relax poolside at one of the accommodations 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 will I be able 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 like 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 theater 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 a place to stay that offers an outdoor pool if you're planning to visit Chicago in the warmest months of July, August, or June when the average temperature is 70°F. Lodging offering 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.

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. Take advantage of metro transit 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.

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