Find Hotels with a Pool in Chicago, IL

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

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

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1438)
"Hot tub was so chlorinated you couldn’t even sit in it with your eyes burning!"
The price is ￥23,513
￥32,159 total
includes taxes & fees
Mar 9 - Mar 10
Radisson Blu Aqua Hotel Chicago
InterContinental Chicago Magnificent Mile by IHG
Indoor pool

InterContinental Chicago Magnificent Mile by IHG

4.5 star property
9.0 out of 10, Wonderful, (1780)
"Great location, room was nice. Water pressure was low and the parking cost was crazy expensive."
The price is ￥25,227
￥34,391 total
includes taxes & fees
Feb 24 - Feb 25
InterContinental Chicago Magnificent Mile by IHG
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Indoor pool

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

3.0 star property
6.8 out of 10, (1000)
"The first room I was given it was cold so I went to the front desk explain my issues and was given a NEW room with no problem the washing machines and dryers DOESNT WORK, I wasn't refunded the money I lost. the breakfast was a nice. They severed eggs,biscuit, gravy waffles, oatmeal, cold cereal drink machine. Yogurt, apple, oranges, bananas ect ect, over tall it was a nice stay"
The price is ￥12,321
￥14,044 total
includes taxes & fees
Mar 5 - Mar 6
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Swissotel - Chicago
Front of property - evening/night

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (1940)
"Everything "
The price is ￥23,514
￥31,993 total
includes taxes & fees
Feb 27 - Feb 28
Swissotel - Chicago
Holiday Inn Chicago - Schaumburg by IHG
Indoor pool

Holiday Inn Chicago - Schaumburg by IHG

3.5 star property
8.4 out of 10, Very Good, (1001)
"Besides thr pool being down. Evrrything was great. Thank you"
The price is ￥15,131
￥17,398 total
includes taxes & fees
Feb 28 - Mar 1
Holiday Inn Chicago - Schaumburg by IHG
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, sun loungers

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1814)
"The location is great. It’s very close to Navy Pier and Michigan Ave. Hotel is quiet and family friendly with indoor parking garage accessible from the lobby. "
The price is ￥14,618
￥17,161 total
includes taxes & fees
Feb 24 - Feb 25
DoubleTree by Hilton Chicago - Magnificent Mile
Palmer House a Hilton Hotel
Indoor pool

Palmer House a Hilton Hotel

4.0 star property
8.2 out of 10, Very Good, (1641)
"This was not just a stay, this was a memory. Incredible customer service in every aspect of our time spent there while celebrating our six-year old’s birthday in Chicago. So much character within the hotel itself that we could not help but feel we had entered another period of time. Perfect location for exploring the city too. And the pool area was just marvelous. We will definitely be back!"
The price is ￥24,107
￥32,031 total
includes taxes & fees
Mar 10 - Mar 11
Palmer House a Hilton Hotel
Hilton Chicago
Indoor pool

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (1659)
"The history"
The price is ￥23,615
￥32,110 total
includes taxes & fees
Mar 2 - Mar 3
Hilton Chicago
Country Inn & Suites by Radisson, Schaumburg, IL
Indoor pool, open 6:00 AM to 11:00 PM, sun loungers

Country Inn & Suites by Radisson, Schaumburg, IL

3.0 star property
8.8 out of 10, Excellent, (999)
"We love this property, especially the hours of pool and hot tub!!!"
The price is ￥15,517
￥17,841 total
includes taxes & fees
Mar 2 - Mar 3
Country Inn & Suites by Radisson, Schaumburg, IL
Holiday Inn Chicago North Shore by IHG
Indoor pool

Holiday Inn Chicago North Shore by IHG

3.0 star property
7.4 out of 10, Good, (1125)
"This hotel is always clean. The staff are very friendly. The breakfast is amazing. The pool is exceptional. The hot tub is great. We just love staying there every time we’re in the Chicago area."
The price is ￥15,375
￥17,602 total
includes taxes & fees
Feb 25 - Feb 26
Holiday Inn Chicago North Shore by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Chicago

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 49 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. 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. Homewood Suites by Hilton Chicago Downtown South Loop: Hotel, 2-minute walk from State Street. Features a snack bar/deli, a pool, and buffet. Hyatt Centric Chicago Magnificent Mile: Hotel, 2-minute walk from Michigan Avenue. Offers complimentary wireless internet access, an indoor pool, and a 24-hour fitness center.
How many hotels with pools will I be able to find in Chicago?
Expedia’s 49 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.