The Best Hotels with a Pool in Chicago, IL from ￥27,960 in 2026

Q: What are some hotels with pools in 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. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG : Hotel steps from Rosemont Theatre. Features 3 restaurants, an indoor pool, and complimentary wireless internet access. 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 center.

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Our top choices for Chicago hotels with a pool

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

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

￥41,218 total

includes taxes & fees

Aug 10 - Aug 11

The Wade

Downtown Chicago

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

￥38,740 total

includes taxes & fees

Aug 9 - Aug 10

Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

￥35,994 total

includes taxes & fees

Aug 16 - Aug 17

Sentral Michigan Avenue

Downtown Chicago

Indoor pool oasis at upscale Michigan Avenue aparthotel offers year-round swimming enjoyment.

￥35,681 total

includes taxes & fees

Aug 9 - Aug 10

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.

￥36,234 total

includes taxes & fees

Aug 9 - Aug 10

Outdoor 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.

￥39,203 total

includes taxes & fees

Aug 16 - Aug 17

Palmer House a Hilton Hotel

Downtown Chicago

Dive into urban tranquility at the Palmer House pool, where historic charm meets modern luxury.

￥51,031 total

includes taxes & fees

Aug 16 - Aug 17

Best Western River North Hotel

Downtown Chicago

Splash into year-round pool fun at this Michigan Avenue hotel with a modern fitness center.

￥27,960 total

includes taxes & fees

Aug 16 - Aug 17

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Choose what matters most at hotels with a pool in Chicago

￥35,994 total

includes taxes & fees

Aug 16 - Aug 17

DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

￥39,203 total

includes taxes & fees

Aug 16 - Aug 17

Holiday Inn Chicago Dwtn - The Mart by IHG

Downtown Chicago

￥43,384 total

includes taxes & fees

Aug 20 - Aug 21

Hyatt Place Chicago/Downtown - The Loop

Downtown Chicago

￥39,516 total

includes taxes & fees

Aug 9 - Aug 10

Breakfast, lunch, dinner and brunch served

The Royal Sonesta Chicago River North

Downtown Chicago

￥40,457 total

includes taxes & fees

Aug 24 - Aug 25

Aloft by Marriott Chicago Mag Mile

Downtown Chicago

￥36,402 total

includes taxes & fees

Aug 9 - Aug 10

InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

￥54,783 total

includes taxes & fees

Aug 17 - Aug 18

Hyatt Centric Chicago Magnificent Mile

Downtown Chicago

￥46,330 total

includes taxes & fees

Aug 23 - Aug 24

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Hotels with pools and hot tubs in Chicago

Hyatt Centric Chicago Magnificent Mile

Downtown Chicago

￥46,330 total

includes taxes & fees

Aug 23 - Aug 24

Renaissance Chicago O'Hare Suites Hotel

O'Hare

￥23,953 total

includes taxes & fees

Aug 23 - Aug 24

includes taxes & fees

Aug 23 - Aug 24

Sheraton Grand Chicago Riverwalk

Downtown Chicago

￥58,202 total

includes taxes & fees

Aug 16 - Aug 17

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Top Chicago Hotel Reviews

The Royal Sonesta Chicago Downtown

10/10 Excellent

"Absolutely wonderful stay for my first time in Chicago was in walking distance of so many popular attractions! Everyone was so helpful and offer free luggage storage on the day of check out due to our flight being later in the day!"

Congress Plaza Hotel

8/10 Good

"Staff was helpful especially because I kept locking myself out of my room. It's a bit older hotel so it was a little unclear how to turn off or lower the air because I kept looking for a digital thermostat, buts it's a knob hidden under a little door on the air itself. Bed was comfortable. The room itself has been mostly modernized, but the bath tub was kinda old and had some suspicious brown stains and a bandage shaped thing by the drain that looked painted over. I could not removed either of these with a wet towel. Took a little while for the water to get hot, but when it did, it was hot. There was a lot of street noise from noisy loud motors, sirens, and loud music. My room was connected to another room unfortunately, so I could hear my neighbors's music/TV and every time their FB messenger went off. Wifi didn't really work. Nice location though. Close to public transport and walking distance to the parks and other things I went to."

Warwick Allerton - Chicago

8/10 Good

"We had a great stay for one night. The location is excellent, right on the main shopping street and within easy walking distance of lots of shops and attractions. The hotel offers reasonably priced luggage storage, which was really convenient, and we were able to check in early for an additional fee, which was worth it after travelling. There’s also a good café in the hotel, perfect for grabbing breakfast or a coffee. The room was a little small and slightly dated, but it was clean, comfortable, and perfectly adequate for what we needed for a one-night stay. Overall, we’d definitely stay here again for the location and convenience."

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"Nice pool and fitness center. The room was basic two double beds but outlets only available between the beds. This does not work well when two people want to charge their phones. Luggage can be checked for the day after checkout at the bell desk, but the process was inefficient and slow. Only 4 elevators for 26 floors. Parking across the street at Nordstrom's (enter on Rush) was convenient, booked through Spothero, and saved $40 over valet parking. All in all, you are paying for the location."

Frequently asked questions

What's it like visiting Chicago?

If lounging by a pool is your idea of a great vacation, you may want to consider lively Chicago, which offers 146 places to stay with pools. While you're here, you can explore attractions like Michigan Avenue and Soldier Field, and then kick back and relax poolside at one of the accommodations in Chicago that guests like for their pools.

What are some hotels with pools in 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. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Hotel steps from Rosemont Theatre. Features 3 restaurants, an indoor pool, and complimentary wireless internet access. 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 center.

How many hotels with pools will I be able to find in Chicago?

Expedia's 146 hotels in Chicago give you a great choice for your poolside getaway.

What is there to see and do in Chicago?

Explore places like Michigan Avenue, Soldier Field, and Navy Pier while you're in Chicago. Surround yourself with nature at Millennium Park and Grant Park. Visitors have positive things to say about the popular theater 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 a place to stay that offers an outdoor pool if you're planning to visit Chicago in the warmest months of July, August, or June when the average temperature is 70°F. Lodging offering an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temperature is 31°F.

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. Take advantage of metro transit 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.

Find Hotels with a Pool in Chicago, IL

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Check availability on Chicago Hotels with a Pool

Our top choices for Chicago hotels with a pool

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

The Wade

Hilton Chicago/Magnificent Mile Suites

Sentral Michigan Avenue

Embassy Suites by Hilton Chicago Downtown River North

DoubleTree by Hilton Chicago - Magnificent Mile

Palmer House a Hilton Hotel

Best Western River North Hotel

Holiday Inn & Suites Chicago - Downtown by IHG

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Choose what matters most at hotels with a pool in Chicago

Hotels with pools and free breakfast in Chicago

The Wade

Hotels with pools and hot tubs in Chicago

Hyatt Centric Chicago Magnificent Mile

4-star hotels with pools in Chicago

The Wade

Top Chicago Hotel Reviews

The Royal Sonesta Chicago Downtown

Frequently asked questions

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