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Hotels with Pools in Chicago

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Featured Chicago Hotels with a Pool

Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
3 out of 5
777 East Grand Avenue, Bensenville, IL, 60106
Fully refundable
The price is $92 per night from May 23 to May 24
Stay at this 3-star business-friendly hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Radisson Blu Aqua Hotel Chicago
Radisson Blu Aqua Hotel Chicago
4.5 out of 5
221 N Columbus Dr, Chicago, IL, 60601
Fully refundable
The price is $178 per night from May 30 to May 31
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms ...
Radisson Blu Aqua Hotel Chicago
InterContinental Chicago Magnificent Mile, an IHG Hotel
InterContinental Chicago Magnificent Mile, an IHG Hotel
4.5 out of 5
505 N Michigan Ave, Chicago, IL, 60611
Fully refundable
The price is $229 per night from May 30 to May 31
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
InterContinental Chicago Magnificent Mile, an IHG Hotel
Swissotel - Chicago
Swissotel - Chicago
4.5 out of 5
323 E Wacker Dr, Chicago, IL, 60601
Fully refundableReserve now, pay when you stay
The price is $197 per night from May 29 to May 30
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 bars/lounges, and breakfast. Our guests praise the helpful staff and the clean rooms in our ...
Swissotel - Chicago
Holiday Inn Chicago - Schaumburg, an IHG Hotel
Holiday Inn Chicago - Schaumburg, an IHG Hotel
3.5 out of 5
1998 North Roselle Road, Schaumburg, IL, 60195
Fully refundable
The price is $123 per night from May 22 to May 23
Stay at this 3.5-star business-friendly hotel in Schaumburg. Enjoy free WiFi, free parking, and breakfast. Our guests praise the helpful staff and the comfy ...
Holiday Inn Chicago - Schaumburg, an IHG Hotel
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
4 out of 5
300 E Ohio St, Chicago, IL, 60611
Fully refundableReserve now, pay when you stay
The price is $174 per night from May 30 to May 31
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast. Our guests praise the clean rooms in our reviews. ...
DoubleTree by Hilton Chicago - Magnificent Mile
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4 out of 5
17 E Monroe St, Chicago, IL, 60603
Fully refundableReserve now, pay when you stay
The price is $209 per night from May 30 to May 31
Stay at this 4-star spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast. Our guests praise the helpful staff in our reviews. Popular attractions ...
Palmer House a Hilton Hotel
Hilton Chicago
Hilton Chicago
4 out of 5
720 S Michigan Ave, Chicago, IL, 60605
Fully refundableReserve now, pay when you stay
The price is $194 per night from May 30 to May 31
Stay at this 4-star historic hotel in Chicago. Enjoy free WiFi, breakfast, and a health club. Our guests praise the property condition in our reviews. Popular ...
Hilton Chicago
Country Inn & Suites by Radisson, Schaumburg, IL
Country Inn & Suites by Radisson, Schaumburg, IL
3 out of 5
1401 North Roselle Road, Schaumburg, IL, 60195
Fully refundable
The price is $106 per night from Jun 5 to Jun 6
Stay at this 3-star family-friendly hotel in Schaumburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Country Inn & Suites by Radisson, Schaumburg, IL
Holiday Inn Chicago North Shore, an IHG Hotel
Holiday Inn Chicago North Shore, an IHG Hotel
3 out of 5
5300 West Touhy Ave, Skokie, IL, 60077
Fully refundable
The price is $126 per night from May 25 to May 26
Stay at this 3-star business-friendly hotel in Skokie. Enjoy free WiFi, free parking, and breakfast. Our guests praise the comfy rooms and the overall value ...
Holiday Inn Chicago North Shore, an IHG Hotel
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Hilton Chicago/Oak Brook Hills Resort & Conference Center
4 out of 5
3500 Midwest Road, Oak Brook, IL, 60523
Fully refundableReserve now, pay when you stay
The price is $126 per night from May 22 to May 23
Stay at this 4-star golf hotel in Oak Brook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. ...
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Pheasant Run Resort
Pheasant Run Resort
3 out of 5
4051 E Main Street, West Chicago, IL, 60174
Stay at this 3-star family-friendly hotel in West Chicago. Enjoy free WiFi, a health club, and onsite parking. Our guests praise the restaurant and the helpful ...
Pheasant Run Resort
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.

Hotels With Pools in Chicago

There’s one surefire way to make a splash on your last-minute trip to Chicago—book a hotel with a pool for your stay. Because if you really want your getaway to be “laps” and bounds better than an average vacay, Chicago hotels with pools will get you there. It’ll be gold medals all around for your vacation planning skills.

Dive into the Deep End of Savings

When you’re eyeing hotels with private pools for your last-minute Chicago getaway, you may think you’ll have to blow your entire budget on a spectacular spot. But thanks to Hotwire Hot Rate hotel deals, you don’t have to backstroke away from a killer place and settle for just any cheap hotels with pools to save some cash. Even if you’re really looking to get fancy with a capital “F” and soak up some views from hotels with rooftop pools, we’ve got you covered like sunscreen.

Swimming in Good Times in Chicago

Picture yourself in the lap of luxury after a long day of vacationing your heart out, relaxing to the absolute max at one of the best hotels with indoor pools in Chicago. No, this isn’t some farfetched daydream—there’s no better way to book the hotel with a pool beyond your expectations for way less coin than snagging a Hotwire Hot Rate hotel deal. The only question left: Ready to cannonball into your perfect Chicago adventure?

Frequently Asked Questions About Hotels With Pools

How to get last-minute deals on hotels with pools in Chicago?

When it comes to planning your getaway, you probably have one thing on your mind—scoring cheap hotels in Chicago with indoor pools. But only the best will do for you, including last-minute deals on an incredible hotel with a pool. When you book a Hotwire Hot Rate hotel deal, you won’t have to cut into your swimsuit budget, even if you reserve at the last minute. Because you could save up to 60% off versus booking a listed rate two weeks earlier. We’re talking as low as $92 kind of deals. You’re in there like swimwear.

What hotels in Chicago have pools?

With 3220 hotels in Chicago, you’re sure to find your perfect match on Hotwire. Especially when you can count on finding some of the best hotels in Chicago with pools ready for booking with Hotwire Hot Rate deals. Getting 4-star hotels at 2-star prices? Now that’s a deal to dive into.

How can I find hotels with pools in Chicago?

Booking hotels with pools in Chicago couldn’t be easier. Start by searching for hotels in Chicago, make sure you check off “pool” under amenities, then peruse those sparkling deals. If you book a Hotwire Hot Rate hotel deal, you won’t know the exact hotel until after you’ve reserved, but rest assured that you’re about to get the toast of the town for a breadcrumb budget.

Is it safe to travel to Chicago during the coronavirus (COVID-19) crisis?

With all of the most recent COVID-19 closures and reopenings, you may be wondering is it safe to travel to Chicago right now. When booking your last-minute getaway to Chicago, make sure to check out the latest information on safety measures, closures, and up-to-date guidance on traveling during the coronavirus.