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Featured Chicago Hotels with a Pool

Radisson Blu Aqua Hotel Chicago
221 N Columbus Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
Stay at this 4.5-star luxury hotel in Chicago. Enjoy an outdoor pool, breakfast (surcharge), and room service. Our guests praise the pool and the helpful staff ...

InterContinental Chicago Magnificent Mile by IHG
505 N Michigan Ave, Chicago, IL
Fully refundable
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in ...

Country Inn & Suites by Radisson, Chicago O'Hare South, IL
777 E Grand Avenue, Bensenville, IL
Fully refundableReserve now, pay when you stay
Stay at this 3-star golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...

Swissotel - Chicago
323 E Wacker Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
Stay at this 4.5-star luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the ...

Holiday Inn Chicago - Schaumburg by IHG
1998 North Roselle Road, Schaumburg, IL
Fully refundable
Stay at this 3.5-star business-friendly hotel in Schaumburg. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in ...

DoubleTree by Hilton Chicago - Magnificent Mile
300 E Ohio St, Chicago, IL
Fully refundableReserve now, pay when you stay
Stay at this 4-star business-friendly hotel in Chicago. Enjoy an outdoor pool, a rooftop terrace, and breakfast (surcharge). Our guests praise the pool and the ...

Palmer House a Hilton Hotel
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
Stay at this 4-star luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...

Hilton Chicago
720 S Michigan Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
Stay at this 4-star historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...

Country Inn & Suites by Radisson, Schaumburg, IL
1401 North Roselle Road, Schaumburg, IL
Fully refundable
Stay at this 3-star family-friendly hotel in Schaumburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

Holiday Inn Chicago North Shore by IHG
5300 West Touhy Ave, Skokie, IL
Fully refundable
Stay at this 3-star business-friendly hotel in Skokie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...

Hilton Chicago/Oak Brook Hills Resort & Conference Center
3500 Midwest Road, Oak Brook, IL
Fully refundableReserve now, pay when you stay
Stay at this 4-star spa resort in Oak Brook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. ...

Pheasant Run Resort
4051 E Main Street, West Chicago, IL
Book a stay at this family-friendly hotel in West Chicago. Enjoy free WiFi, free parking, and a health club. Popular attractions Charlestowne Mall and Dellora ...
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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Hotels by Star Rating
More Hotel Options in Chicago
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)
- Lincoln Park Hotels (3.1 mi)
- Theatre District Hotels (0.1 mi)
- West Loop Hotels (1.22 mi)
- Lakeview Hotels (4.6 mi)
- Streeterville Hotels (0.93 mi)
- Near North Side Hotels (1.38 mi)
- West Town Hotels (2.85 mi)
- Near South Side Hotels (1.68 mi)
- Near West Side Hotels (1.84 mi)
- Wrigleyville Hotels (5.06 mi)
- South Loop Hotels (1.32 mi)
- Hyde Park Hotels (6.27 mi)
- Old Town Chicago Hotels (2.2 mi)
- Wicker Park Hotels (3.18 mi)
- Gold Coast Hotels (1.8 mi)
- Logan Square Hotels (5.03 mi)
Top Points of Interests in Chicago
- Hotels near Wrigley Field
- Hotels near Naval Base Great Lakes
- Hotels near Michigan Avenue
- Hotels near Navy Pier
- Hotels near McCormick Place
- Hotels near Millennium Park
- Hotels near Soldier Field
- Hotels near Grant Park
- Hotels near Chicago Riverwalk
- Hotels near Six Flags Great America
- Hotels near United Center
- Hotels near University of Chicago
- Hotels near Northwestern University
- Hotels near Donald E. Stephens Convention Center
- Hotels near Art Institute of Chicago
- Hotels near Willis Tower
- Hotels near Woodfield Mall
- Hotels near Merchandise Mart
- Hotels near Schaumburg Convention Center
- Hotels near Loyola University Chicago
Cities near Chicago
- Schaumburg Hotels (25.64 mi)
- Rosemont Hotels (14.55 mi)
- Arlington Heights Hotels (23.08 mi)
- Naperville Hotels (28.49 mi)
- Evanston Hotels (11.75 mi)
- Oak Brook Hotels (16.97 mi)
- Joliet Hotels (33.91 mi)
- Merrillville Hotels (32.03 mi)
- Willowbrook Hotels (17.59 mi)
- Tinley Park Hotels (22.88 mi)
- Gurnee Hotels (36.6 mi)
- Lombard Hotels (19.52 mi)
- Schiller Park Hotels (13.51 mi)
- Waukegan Hotels (35.66 mi)
- Kenosha Hotels (49.6 mi)
- Downers Grove Hotels (20.32 mi)
- Skokie Hotels (11.98 mi)
- Aurora Hotels (36.56 mi)
- Elk Grove Village Hotels (19.52 mi)
- Des Plaines Hotels (16.82 mi)
Most Booked Hotels in Chicago
- Congress Plaza Hotel
- Hilton Chicago O'Hare Airport
- Hilton Garden Inn Chicago Downtown/Magnificent Mile
- Hilton Chicago/Magnificent Mile Suites
- Freehand Chicago
- The Chicago Hotel Collection - Magnificent Mile
- The Allegro Royal Sonesta Hotel Chicago Loop
- InterContinental Chicago Magnificent Mile by IHG
- Warwick Allerton - Chicago
- The Whitehall Hotel, BW Premier Collection
- Embassy Suites by Hilton Chicago Downtown River North
- Hyatt Regency Chicago
- Hotel Felix River North/Magnificent Mile
- The Wade
- River Hotel