The Best Chicago Hotels with Pools from $96 - Hotels with indoor pools in Chicago, IL

Q: 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. Holiday Inn & Suites Chicago - Downtown by IHG : Hotel, 10-minute walk from University of Illinois Chicago. Offers a snack bar/deli, a pool, and complimentary wireless internet access. Hyatt Centric Chicago Magnificent Mile : Hotel, 2-minute walk from Michigan Avenue. Provides complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. Homewood Suites by Hilton Chicago Downtown South Loop : Hotel, 13-minute walk from Lake Michigan. Features a snack bar/deli, a pool, and buffet. Hilton Garden Inn Chicago Downtown South Loop : Hotel, 13-minute walk from Lake Michigan. Offers a snack bar/deli, a pool, and complimentary wireless internet access.

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Compare Chicago Hotels with a Pool room rates, reviews, and availability. Most hotels are fully refundable.

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

"Great location and friendly staff."

includes taxes & fees

$210 per night

May 11 - May 12

"Great stay!"

includes taxes & fees

$233 per night

May 26 - May 27

"The hotel overall was clean, staff very friendly."

includes taxes & fees

$87 per night

Jun 1 - Jun 2

"Great place to stay. "

includes taxes & fees

$184 per night

May 11 - May 12

"Convenient location, close to the highway and plenty stores to eat and shop around. Friendly staff. "

includes taxes & fees

$104 per night

May 11 - May 12

"It was a great stay and walking distance to everything "

includes taxes & fees

$135 per night

May 11 - May 12

"Great hotel "

includes taxes & fees

$164 per night

May 26 - May 27

"Always a great stay!"

includes taxes & fees

$200 per night

May 9 - May 10

Find out more about Chicago

Booking hotels with pools in Chicago on Expedia

Your dream vacation is just a few clicks away thanks to Expedia's amazing selection of hotels with pools in Chicago. Finding them is as easy as lazing on a lounge chair thanks to the easy-to-use search wizard. All you need to do is select your dates and it'll return hundreds of fantastic options. With so many options to choose from, the filters come in handy as they let you tailor your search results based on your preferences.

If it's luxury you're seeking, select the “5-star” filter. From infinity pools that seem to blend into the horizon to swim-up bars where you can sip on margaritas in the water, this filter will show you the most opulent accommodations available. The “guest rating” filter will help you pin down Expedia's top-rated Chicago hotels with a pool based on hundreds of reviews from fellow travelers. Once you've found your dream property, click through to choose your room and book. The detailed hotel descriptions on Expedia, including things like room size, cancellation policy, and info about the all-important swimming pool, means you'll know exactly what to expect when you arrive.

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Most booked related stays in Chicago in 2025

Kid-friendly Chicago hotels with a pool

Get ready to blow up the inflatable pool floats and swimming tubes, as you'll find a multitude of kid-friendly Chicago hotels with a pool on Expedia. Select the “family-friendly” search filter to scan these. From splashing with mom and dad to playing around on pool noodles, your kids will love nothing more than long, sunny days in the water. Many family-friendly hotels boast children's pools with shallow water and dedicated lifeguards too, so you can rest assured your little ones are safe while playing.

Some hotels with pools also offer kids' clubs with fun activities and events to keep your youngsters entertained all day long. They'll be able to make new friends, learn how to swim, and play classic games like water volleyball and pool tag. Best of all, with your kids kept entertained, you'll be able to enjoy some well-earned “me time”. It's worth looking for all-inclusive plans, too. These make for a hassle-free family vacation as they include all meals and drinks, so you won't have to worry about eating out or cooking. Many family-friendly hotels even offer children's menus with your kids' favorite foods.

Chicago spa hotels with pools

Click both the “pool” and “spa” filters on Expedia to view some of the best Chicago spa hotels with pools. Picture yourself receiving a full body massage, easing the knots out of your back before diving into the refreshing water. The dreamy combination of therapeutic swimming and holistic spa treatments means you'll come back from vacation relaxed and glowing. Many hotels even offer hot tubs and wellness activities, like poolside yoga and meditation.

Plan your pool hotel stay in Chicago

When looking for Chicago hotels with swimming pools in 2025, it's worth researching which area you'd like to stay in. You can choose to be close to key attractions or in more distant places for something more secluded. Wherever you opt for, the “popular locations” and “neighborhood” filters make it a breeze to find hotels with pools in Chicago's most popular areas. There are more than just hotels, too. Take advantage of the “property type” filter to view vacation homes with pools in Chicago, including villas, condos, and private homes.

Recent reviews of Chicago hotels

Courtyard by Marriott Chicago Magnificent Mile

5/5 Excellent

"Highly recommend "

A verified traveler stayed at Courtyard by Marriott Chicago Magnificent Mile

Posted 11 hours ago

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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 47 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?

Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Features full, an indoor pool, and flat-screen televisions. Holiday Inn & Suites Chicago - Downtown by IHG: Hotel, 10-minute walk from University of Illinois Chicago. Offers a snack bar/deli, a pool, and complimentary wireless internet access. Hyatt Centric Chicago Magnificent Mile: Hotel, 2-minute walk from Michigan Avenue. Provides complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. Homewood Suites by Hilton Chicago Downtown South Loop: Hotel, 13-minute walk from Lake Michigan. Features a snack bar/deli, a pool, and buffet. Hilton Garden Inn Chicago Downtown South Loop: Hotel, 13-minute walk from Lake Michigan. Offers a snack bar/deli, a pool, and complimentary wireless internet access.

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

Expedia’s 47 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.

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Find Hotels with a Pool in Chicago, IL

Check availability on Chicago Hotels with a Pool

Compare Chicago Hotels with a Pool room rates, reviews, and availability. Most hotels are fully refundable.

Radisson Blu Aqua Hotel Chicago

InterContinental Chicago Magnificent Mile by IHG

Country Inn & Suites by Radisson, Chicago O'Hare South, IL

Swissotel - Chicago

Holiday Inn Chicago - Schaumburg by IHG

DoubleTree by Hilton Chicago - Magnificent Mile

Palmer House a Hilton Hotel

Hilton Chicago

Country Inn & Suites by Radisson, Schaumburg, IL

Holiday Inn Chicago North Shore by IHG

Find out more about Chicago

Booking hotels with pools in Chicago on Expedia

Expand your search

Most booked related stays in Chicago in 2025

Kid-friendly hotels

Vacation homes with pools

Spa hotels

Hotels with hot tubs

Kid-friendly Chicago hotels with a pool

Chicago spa hotels with pools

Plan your pool hotel stay in Chicago

Recent reviews of Chicago hotels

Courtyard by Marriott Chicago Magnificent Mile

Crowne Plaza Chicago West Loop by IHG

Hilton Chicago/Magnificent Mile Suites

Hotel Felix River North/Magnificent Mile

Congress Plaza Hotel

Hyatt Regency O'Hare Chicago

Fairmont Chicago at Millennium Park

The Royal Sonesta Chicago River North

The Westin Michigan Avenue Chicago

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