The Best Hotels with a Pool in Downtown Chicago, IL from NT$6,730 in 2026

Q: What are some hotels with pools in Downtown Chicago?

Holiday Inn & Suites Chicago - Downtown by IHG : Hotel, 10-minute walk from Willis Tower. 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

NT$7,486 total

includes taxes & fees

Oct 1 - Oct 2

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

2. 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.

NT$6,813 total

includes taxes & fees

Sep 20 - Sep 21

3. 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.

NT$8,917 total

includes taxes & fees

Sep 20 - Sep 21

4. Hyatt Place Chicago/Downtown - The Loop

Downtown Chicago

Dive into modern bliss at this downtown hotel, where the indoor pool sparkles alongside skyline views.

NT$8,277 total

includes taxes & fees

Sep 20 - Sep 21

5. 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.

NT$7,323 total

includes taxes & fees

Sep 20 - Sep 21

Outdoor pool, cabanas (surcharge), pool umbrellas

6. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

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

NT$6,875 total

includes taxes & fees

Sep 27 - Sep 28

7. Courtyard by Marriott Chicago Magnificent Mile

Downtown Chicago

NT$7,712 total

includes taxes & fees

Sep 27 - Sep 28

8. 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.

NT$6,730 total

includes taxes & fees

Sep 20 - Sep 21

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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

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent

"All good"

Fairmont Chicago at Millennium Park

10/10 Excellent

"Checking in took longer since there was only 1 person and checked in around 9:30 pm, otherwise everything was good. We signed up for Fairmont Gold which cost $35 per person that includes breakfast and 2-4 pm snacks and 5-7 pm small plates then sweets from 8-9, and included water and soda drinks"

Warwick Allerton - Chicago

8/10 Good

"Property was very clean and enjoyed we enjoyed our room. However, there are a couple of down sides to mention. Upon arrival front desk staff was not very friendly when trying to find out where to store our bags before check in. Having to pay $2 per bag stored seemed unnecessary given the price we paid for the entirety of our stay. Additionally, when we went to retrieve our stored bags nobody was at the counter and the wait seemed unwarranted as there was a manger downstairs that could have helped but instead chose to tell us someone should be back soon. For the premium price we paid it definitely should have been better from a customer service viewpoint."

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 Willis Tower. 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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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. Aloft by Marriott Chicago Mag Mile

3. Hyatt Centric Chicago Magnificent Mile

4. Hyatt Place Chicago/Downtown - The Loop

5. Embassy Suites by Hilton Chicago Downtown River North

6. DoubleTree by Hilton Chicago - Magnificent Mile

7. Courtyard by Marriott Chicago Magnificent Mile

8. Hilton Garden Inn Chicago Downtown/Magnificent Mile

9. Hampton Inn & Suites Chicago Downtown

10. The Royal Sonesta Chicago River North

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

Top Downtown Chicago Hotel Reviews

Hampton Inn Chicago Downtown/Magnificent Mile

Fairmont Chicago at Millennium Park

Congress Plaza Hotel

Hilton Chicago

The Wade

Warwick Allerton - Chicago

The Chicago Hotel Collection - Magnificent Mile

Frequently asked questions

Explore a world of travel with Expedia

Find Hotels with a Pool in Downtown Chicago, IL

Change your mind

Treat yourself

Be picky

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. Aloft by Marriott Chicago Mag Mile

3. Hyatt Centric Chicago Magnificent Mile

4. Hyatt Place Chicago/Downtown - The Loop

5. Embassy Suites by Hilton Chicago Downtown River North

6. DoubleTree by Hilton Chicago - Magnificent Mile

7. Courtyard by Marriott Chicago Magnificent Mile

8. Hilton Garden Inn Chicago Downtown/Magnificent Mile

9. Hampton Inn & Suites Chicago Downtown

10. The Royal Sonesta Chicago River North

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

Top Downtown Chicago Hotel Reviews

Hampton Inn Chicago Downtown/Magnificent Mile

Frequently asked questions

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