Search for Cheap Deals onHotels with Pools in Chicago
Check Last Minute Chicago Hotel Deals
Tonight Jun 1 - Jun 2This weekend Jun 2 - Jun 4Next weekend Jun 9 - Jun 11You choose what matters — star rating, location, amenities.
We pick the perfect hotel, packed with all your must-haves.
Your hotel is revealed right after booking, and you save up to 60%!
Featured Chicago Hotels with a Pool












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 $97 kind of deals. You’re in there like swimwear.
What hotels in Chicago have pools?
With 4,013 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.
- Top Hotels by Star Rating
- More Hotel Types
- Other Hotel Accommodations
- Popular Neighborhoods
- Popular Attractions
- Nearby Cities
- Top Hotels
Hotels by Star Rating
Other Options
Top Neighborhoods in Chicago
- Downtown Chicago Hotels (0.36 mi)
- Magnificent Mile Hotels (0.99 mi)
- The Loop Hotels (0.21 mi)
- River North Hotels (0.85 mi)
- Wrigleyville Hotels (5.07 mi)
- Lincoln Park Hotels (3.1 mi)
- South Loop Hotels (1.32 mi)
- West Loop Hotels (1.22 mi)
- Lakeview Hotels (4.6 mi)
- Near North Side Hotels (1.38 mi)
- Hyde Park Hotels (6.27 mi)
- Near West Side Hotels (1.84 mi)
- West Town Hotels (2.85 mi)
- Streeterville Hotels (0.93 mi)
- Gold Coast Hotels (1.8 mi)
- Wicker Park Hotels (3.18 mi)
- Bronzeville Hotels (3.42 mi)
- Rogers Park Hotels (9.15 mi)
- Chinatown Hotels (2.03 mi)
- Logan Square Hotels (5.03 mi)
Top Points of Interests in Chicago
- Hotels near Navy Pier
- Hotels near Wrigley Field
- Hotels near McCormick Place
- Hotels near Naval Base Great Lakes
- Hotels near Grant Park
- Hotels near Soldier Field
- Hotels near Six Flags Great America
- Hotels near Millennium Park
- Hotels near United Center
- Hotels near Michigan Avenue
- Hotels near Chicago Riverwalk
- Hotels near Willis Tower
- Hotels near Art Institute of Chicago
- Hotels near Northwestern University
- Hotels near Field Museum of Natural History
- Hotels near Donald E. Stephens Convention Center
- Hotels near Chicago Theatre
- Hotels near University of Chicago
- Hotels near Woodfield Mall
- Hotels near Loyola University Chicago
Cities near Chicago
- Rosemont Hotels (14.55 mi)
- Schaumburg Hotels (25.64 mi)
- Naperville Hotels (28.49 mi)
- Oak Brook Hotels (16.97 mi)
- Joliet Hotels (33.91 mi)
- Evanston Hotels (11.75 mi)
- Cicero Hotels (6.91 mi)
- Gurnee Hotels (36.6 mi)
- Lombard Hotels (19.52 mi)
- Merrillville Hotels (32.03 mi)
- Tinley Park Hotels (22.88 mi)
- Aurora Hotels (36.56 mi)
- Kenosha Hotels (49.6 mi)
- Skokie Hotels (11.98 mi)
- Hammond Hotels (20.01 mi)
- Racine Hotels (58.9 mi)
- Waukegan Hotels (35.66 mi)
- Willowbrook Hotels (17.59 mi)
- Deerfield Hotels (22.92 mi)
- Glenview Hotels (15.41 mi)
Most Booked Hotels in Chicago
- Congress Plaza Hotel
- Hyatt Regency Chicago
- Warwick Allerton - Chicago
- Hotel Felix River North/Magnificent Mile
- The Whitehall Hotel
- Hilton Garden Inn Chicago Downtown/Magnificent Mile
- The Royal Sonesta Chicago Downtown
- DoubleTree by Hilton Chicago - Magnificent Mile
- Palmer House a Hilton Hotel
- The Allegro Royal Sonesta Hotel Chicago Loop
- Embassy Suites by Hilton Chicago Downtown Magnificent Mile
- River Hotel
- Freehand Chicago
- SureStay Plus Hotel by Best Western Chicago Lombard
- Car rentals in Rosemont
- Car rentals in Schaumburg
- Car rentals in Naperville
- Car rentals in Oak Brook
- Car rentals in Joliet
- Car rentals in Evanston
- Car rentals in Cicero
- Car rentals in Gurnee
- Car rentals in Lombard
- Car rentals in Merrillville
- Car rentals in Tinley Park
- Car rentals in Aurora
- Car rentals in Kenosha
- Car rentals in Skokie
- Car rentals in Hammond
- Car rentals in Racine
- Atlantic City Hotels with Pools
- Cleveland Hotels with Pools
- Downtown Chicago Hotels with Pools
- Downtown Omaha Hotels with Pools
- Chicago Hotels with Pools
- Philadelphia Hotels with Pools
- Downtown Milwaukee Hotels with Pools
- New York Hotels with Pools
- Louisville Hotels with Pools
- Downtown Cleveland Hotels with Pools
- Lincoln Hotels with Pools
- Niagara Falls Hotels with Pools
- South Beach Hotels with Pools
- Memphis Hotels with Pools
- Los Angeles Hotels with Pools
- Downtown Indianapolis Hotels with Pools
- Toledo Hotels with Pools
- Lexington Hotels with Pools
- Downtown Minneapolis Hotels with Pools
- Cleveland Hotels with Pools