The Best Hotels with a Pool in Downtown Chicago, IL from ￥18,363 in 2026

Q: What are some hotels with pools in Downtown 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. Hilton Garden Inn Chicago Downtown South Loop : Hotel, 13-minute walk from Lake Michigan. Offers a snack bar/deli, a pool, and complimentary wireless internet access. 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. 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, 2-minute walk from Michigan Avenue. Offers a full-service spa, a pool, and Smart TVs.

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 Downtown Chicago Hotels with a Pool

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Downtown Chicago hotels with a pool

Renaissance Chicago Downtown Hotel

Downtown Chicago

Felix

￥36,238 total

includes taxes & fees

Apr 4 - Apr 5

Palmer House a Hilton Hotel

Downtown Chicago

Tim

￥34,870 total

includes taxes & fees

Apr 5 - Apr 6

JW Marriott Chicago

Downtown Chicago

Myeisha

￥40,082 total

includes taxes & fees

Apr 4 - Apr 5

The Wade

Downtown Chicago

Mary

￥31,807 total

includes taxes & fees

Apr 27 - Apr 28

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

Aloft Chicago Mag Mile

Downtown Chicago

Taneshia

￥20,515 total

includes taxes & fees

Apr 5 - Apr 6

Outdoor pool, cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Ellen

￥18,363 total

includes taxes & fees

Apr 5 - Apr 6

The Royal Sonesta Chicago River North

Downtown Chicago

ADOLFO

￥29,351 total

includes taxes & fees

Apr 26 - Apr 27

Sheraton Grand Chicago Riverwalk

Downtown Chicago

Bryan

￥43,133 total

includes taxes & fees

Apr 10 - Apr 11

View all properties

Choose what matters most at hotels with a pool in Downtown Chicago

Breakfast included

4 stars

Price trends for hotels in Downtown Chicago

Less expensive	More expensive	Next month
January	October	￥30,114

Month	Price
January	￥21,671
February	￥22,598
March	￥25,502
April	￥30,114
May	￥51,660
June	￥53,527
July	￥44,708
August	￥42,267
September	￥45,883
October	￥54,834
November	￥33,918
December	￥25,508

Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Downtown Chicago.

Top Downtown Chicago Hotel Reviews

Congress Plaza Hotel

6/10 Okay

"No hot water and while there was a note slid under my door at sometime, still that isn't a good reason to be glib about the fact that there was no hot water. I get that things happen, but it was disappointing."

Eurostars Magnificent Mile

6/10 Okay

"The door to the bathroom was beat up like someone tried to kick it down and it don’t close all the way which was very disappointing. The staff was friendly at check in. The air conditioning sucked, it did not stay on and the room was very warm as a result. The bathrooms off the lobby were a mess and didn’t set a great tone for the stay going forward. The location was great, the room itself was clean and the bed comfortable. But the bathroom door and the plates wall from the shower to the room were both less than desirable. "

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 44 places to stay with pools. While you're here, you can explore sights such as Michigan Avenue and Wrigley 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?

Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Features full, an indoor pool, and flat-screen televisions. Hilton Garden Inn Chicago Downtown South Loop: Hotel, 13-minute walk from Lake Michigan. Offers a snack bar/deli, a pool, and complimentary wireless internet access. 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. 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, 2-minute walk from Michigan Avenue. Offers a full-service spa, a pool, and Smart TVs.

How many hotels with pools are there in Downtown Chicago?

Expedia's 44 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.

Explore a world of travel with Expedia

More ways to book

Book Hotels in Downtown Chicago on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Downtown Chicago Hotels with a Pool