Chicago Hotels with Pool, Illinois: Chicago Hotel Guide

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Check availability on Chicago Hotels with Pool

Tonight

30 May - 31 May

Tomorrow

Next weekend

In two weeks

12 Jun - 14 Jun

Our top choices for Chicago hotels with a pool

Indoor pool

Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

includes taxes & fees

28 Jun - 29 Jun

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

Aloft by Marriott Chicago Mag Mile

Downtown Chicago

Splash into the city at this city centre hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.

includes taxes & fees

28 Jun - 29 Jun

Outdoor pool, pool cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

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

includes taxes & fees

29 Jun - 30 Jun

Indoor pool, open 5:00 AM to 11:00 PM, pool loungers

voco Chicago Downtown - Riverwalk by IHG

Downtown Chicago

Dive into the Chicago city centre hotel's refreshing indoor pool and sauna for ultimate relaxation.

includes taxes & fees

14 Jun - 15 Jun

Pool

Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Dive into city centre luxury with a rejuvenating pool experience close to Chicago landmarks.

includes taxes & fees

29 Jun - 30 Jun

Indoor pool, seasonal outdoor pool, free pool cabanas, pool loungers

Radisson Blu Aqua Hotel Chicago

Downtown Chicago

Luxurious indoor and seasonal outdoor pools form a relaxing oasis near Millennium Park and Michigan Avenue.

includes taxes & fees

14 Jun - 15 Jun

Indoor pool

The Royal Sonesta Chicago River North

Downtown Chicago

Stylish indoor pool retreat in city centre Chicago makes luxury laps a breeze after sightseeing.

includes taxes & fees

28 Jun - 29 Jun

Seasonal outdoor pool, open 8:00 AM to 10:00 PM, pool loungers

Holiday Inn & Suites Chicago - Downtown by IHG

Downtown Chicago

A refreshing seasonal escape awaits at this Chicago hotel's sun-drenched pool area.

includes taxes & fees

28 Jun - 29 Jun

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Choose what matters most at hotels with a pool in Chicago

Breakfast included

Hot tub

Hotels with pools and free breakfast in Chicago

Exterior

Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

includes taxes & fees

28 Jun - 29 Jun

Outdoor pool, pool cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

includes taxes & fees

29 Jun - 30 Jun

Breakfast, lunch, dinner and brunch served

The Royal Sonesta Chicago River North

Downtown Chicago

includes taxes & fees

28 Jun - 29 Jun

Exterior

voco Chicago Downtown - Riverwalk by IHG

Downtown Chicago

includes taxes & fees

14 Jun - 15 Jun

Exterior

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

includes taxes & fees

28 Jun - 29 Jun

Exterior

Holiday Inn Chicago Dwtn - The Mart by IHG

Downtown Chicago

includes taxes & fees

28 Jun - 29 Jun

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Hotels with pools and hot tubs in Chicago

Exterior

Hilton Chicago

Downtown Chicago

includes taxes & fees

8 Jun - 9 Jun

Exterior

Hyatt Centric Chicago Magnificent Mile

Downtown Chicago

includes taxes & fees

30 Jun - 1 Jul

Lounge

Renaissance Chicago O'Hare Suites Hotel

O'Hare

includes taxes & fees

21 Jun - 22 Jun

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Top Chicago Hotel Reviews

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

6/10 Okay

"We had reserved a king bed, but since we checked in later in the evening, I guess none were available and my wife and I ended up with twin beds instead. Overall, our experience with the front desk staff was mixed — some were very friendly and helpful, while others were not."

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

10/10 Excellent

"We really enjoyed our stay at the Hyatt Regency O’Hare. The rooms were comfortable, clean and well fitted out. The two restaurants where we dined were very nice as well. The food was delicious at both. Everywhere in the hotel the service was just top notch. Everyone was so kind and helpful. Thanks!"

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent

"A very quick trip to Chicago and this hotel was perfect! Close to the metro, so there was no need for a car or an uber. Everything is either in walking distance or on the metro line…perfect location! The hotel itself is beautiful and the people there are lovely. We had the option to pay $25 for an early checkin which was very helpful. The room was clean with an incredible view of the river. We would absolutely stay here again!"

Frequently asked questions

What's it like visiting Chicago?

If lounging by a pool is your idea of a great holiday, you might want to think about lively Chicago, which offers 139 places to stay with pools. While you're visiting, you can explore attractions such as Michigan Avenue and Soldier Field, and then kick back and relax poolside at one of the accommodation options 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. Embassy Suites by Hilton Chicago O'Hare Rosemont: Hotel, 3-minute walk from Donald E. Stephens Convention Center. Offers buffet, an indoor pool and a 24-hour fitness centre. Hilton Garden Inn Chicago Downtown South Loop: Hotel, 1-minute walk from State Street. Provides 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. Features a snack bar/deli, a seasonal outdoor pool and complimentary wireless Internet access. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Hotel steps from Rosemont Theatre. Offers 3 restaurants, an indoor pool and complimentary wireless Internet access.

How many hotels with pools should I expect to find in Chicago?

Expedia's 139 hotels in Chicago give you a great choice for your poolside getaway.

What is there to see and do in Chicago?

Explore places such as Wrigley Field, Michigan Avenue and Soldier Field while you're in Chicago. Surround yourself with nature at Millennium Park and Grant Park. Visitors have positive things to say about the popular theatre 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 accommodation with an outdoor swimming pool if you're planning to visit Chicago in the warmest months of July, August or June, when the average temperature is 21°C. Accommodation offering an indoor pool may be what you want if you are visiting during the coldest months of January, February or December, when the average temperature is -1°C.

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. You can access metro transport 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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