Find Hotels with a Pool in Chicago, IL

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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, (1435)
"I stayed here for 2 nights and had so much fun I ordered for one more night. This was a birthday gift for myself and I enjoyed every minute of it. I have referred this hotel to many family and friends. I let them know how much I enjoyed my experience. I am a content creator and influencer and would love to come back to capture some marketing pieces, videos, and content. Would love if the hotel can accommodate me with any future discounts. Free to discuss. Thank you again. Professional and...
The price is SAR 657
SAR 886 total
includes taxes & fees
21 Apr - 22 Apr
Radisson Blu Aqua Hotel Chicago
InterContinental Chicago Magnificent Mile by IHG
Exterior

InterContinental Chicago Magnificent Mile by IHG

4.5 star property
9.0 out of 10, Wonderful, (1792)
"Great stay!"
The price is SAR 698
SAR 940 total
includes taxes & fees
20 Apr - 21 Apr
InterContinental Chicago Magnificent Mile by IHG
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Lobby

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

3.0 star property
6.8 out of 10, (1002)
"Simple and quiet. Breakfast area is small but doable. Housekeeping done every few days unless you request it. Towels swapped out periodically. Good place if looking for somewhere out of the normal, close to the airport and plenty to do and eat within driving distance of 20 minutes minimum."
The price is SAR 335
SAR 382 total
includes taxes & fees
16 Apr - 17 Apr
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, (2039)
"Convenient location"
The price is SAR 586
SAR 798 total
includes taxes & fees
16 Apr - 17 Apr
Swissotel - Chicago
Holiday Inn Chicago - Schaumburg by IHG
Property amenity

Holiday Inn Chicago - Schaumburg by IHG

3.5 star property
8.4 out of 10, Very Good, (999)
"Fantastic so far looking forward to tomorrow"
The price is SAR 440
SAR 506 total
includes taxes & fees
27 Apr - 28 Apr
Holiday Inn Chicago - Schaumburg by IHG
DoubleTree by Hilton Chicago - Magnificent Mile
Lobby

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1839)
"Very good stay. Everyone was friendly. Could not use a credit card all weekend.only cash and room charge. "
The price is SAR 417
SAR 490 total
includes taxes & fees
21 Apr - 22 Apr
DoubleTree by Hilton Chicago - Magnificent Mile
Palmer House a Hilton Hotel
Meeting facility

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very Good, (1679)
"Beautiful property!"
The price is SAR 619
SAR 821 total
includes taxes & fees
9 May - 10 May
Palmer House a Hilton Hotel
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (1767)
"Only reason I did not give 5 stars is because property needs to be updated. "
The price is SAR 657
SAR 882 total
includes taxes & fees
17 Apr - 18 Apr
Hilton Chicago
Country Inn & Suites by Radisson, Schaumburg, IL
Lobby

Country Inn & Suites by Radisson, Schaumburg, IL

3.0 star property
8.8 out of 10, Excellent, (1002)
"Nothing stood out good or bad. Ok stay "
The price is SAR 399
SAR 459 total
includes taxes & fees
11 May - 12 May
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, (1168)
"All of the staff are so kind. They truly make me feel safe. "
The price is SAR 357
SAR 408 total
includes taxes & fees
20 Apr - 21 Apr
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.
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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 48 places to stay with pools. While you’re here, you can explore attractions like Michigan Avenue and Navy Pier, 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, 2-minute walk from State Street. Features a snack bar/deli, a pool, and buffet. Hilton Garden Inn Chicago Downtown South Loop: Hotel, 1-minute walk from State Street. 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 48 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, Navy Pier, and Wrigley 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 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.