Book the Best Hotels with POOL in Downtown Chicago 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

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

1. 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.

CA $305 total

includes taxes & fees

Sep 20 - Sep 21

2. Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

CA $334 total

includes taxes & fees

Oct 1 - Oct 2

3. Hilton Garden Inn Chicago Downtown/Magnificent Mile

Downtown Chicago

Make a splash at this downtown Chicago hotel with an indoor pool, fitness centre, and stunning city views from each room.

CA $284 total

includes taxes & fees

Sep 20 - Sep 21

Outdoor pool, cabanas (surcharge), pool umbrellas

4. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

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

CA $327 total

includes taxes & fees

Sep 20 - Sep 21

5. Courtyard by Marriott Chicago Magnificent Mile

Downtown Chicago

CA $353 total

includes taxes & fees

Sep 20 - Sep 21

6. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

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

CA $430 total

includes taxes & fees

Sep 20 - Sep 21

7. InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

World-class indoor pool in downtown offers lap swimming and family fun at this luxury hotel.

CA $547 total

includes taxes & fees

Sep 20 - Sep 21

8. The Wade

Downtown Chicago

Float away at this stunning luxury hotel with an indoor pool overlooking Lake Michigan and the city's iconic skyline.

CA $417 total

includes taxes & fees

Sep 13 - Sep 14

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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	This month	Next month
January	October	CA $415	CA $466

Month	Price
January	CA $215
February	CA $227
March	CA $277
April	CA $363
May	CA $461
June	CA $462
July	CA $403
August	CA $369
September	CA $415
October	CA $466
November	CA $286
December	CA $223

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. Select dates and complete search for nightly totals inclusive of taxes and fees.

Top Downtown Chicago Hotel Reviews

Hyatt Regency Chicago

10/10 Excellent

"Received a wellness check in call from the staff every day"

The Wade

10/10 Excellent

"My room was so clean, staff was friendly, and the hotel was in such a perfect spot for the lake, shopping, and Navy Pier. I truly can’t wait to go back! Will say parking looked pricey, but the area is very walkable and I felt very safe being out so late and walking from Soldier Stadium to The Wade, from the Riverwalk to The Wade, Navy Pier to The Wade."

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 62 places to stay with pools. While you're here, you can explore sights such as Navy Pier and Soldier 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?

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 62 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 Navy Pier, Michigan Avenue, 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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