The Best Hotels with a Pool in Downtown Chicago, IL from ₩221,355 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

1. Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

₩242,602 total

includes taxes & fees

Sep 1 - Sep 2

2. Embassy Suites by Hilton Chicago Downtown River North

Downtown Chicago

Slip into a vacation state of mind at Chicago's urban retreat with a sparkling indoor pool.

₩256,955 total

includes taxes & fees

Sep 7 - Sep 8

3. Hilton Garden Inn Chicago Downtown/Magnificent Mile

Downtown Chicago

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

₩221,355 total

includes taxes & fees

Aug 30 - Aug 31

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

4. 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.

₩253,327 total

includes taxes & fees

Aug 16 - Aug 17

Outdoor pool, cabanas (surcharge), pool umbrellas

5. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

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

₩271,311 total

includes taxes & fees

Aug 30 - Aug 31

6. Courtyard by Marriott Chicago Magnificent Mile

Downtown Chicago

₩261,769 total

includes taxes & fees

Sep 7 - Sep 8

7. Hampton Inn & Suites Chicago Downtown

Downtown Chicago

Splash into downtown luxury at this Hampton Inn with stylish indoor pool and river proximity.

₩255,966 total

includes taxes & fees

Sep 8 - Sep 9

8. 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.

₩327,642 total

includes taxes & fees

Sep 1 - Sep 2

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

Breakfast included

4 stars

Top Downtown Chicago Hotel Reviews

Hilton Chicago

10/10 Excellent

"Great location, amazing staff"

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, Lake Michigan, and Michigan Avenue 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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Check availability on Downtown Chicago Hotels with a Pool

Our top choices for Downtown Chicago hotels with a pool

1. Hilton Chicago/Magnificent Mile Suites

2. Embassy Suites by Hilton Chicago Downtown River North