Find Hotels with an Outdoor Pool in South Suburbs, IL

Start date: Check-in selected.
To Date
End date: Check-out
  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
  • Be picky

    Search almost a million properties worldwide

Check availability on South Suburbs Hotels with an Outdoor Pool

This weekend
Next weekend

Top South Suburbs Hotels with an Outdoor Pool

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
Downtown Chicago
  • Outdoor pool
  • Pool loungers
  • Near the beach
8.8 out of 10, Excellent, (2167)
Poolside bliss awaits with shaded cabanas, comfortable loungers, and refreshing cocktails from the bar. After swimming, guests can explore Michigan Avenue's attractions, dine at HotHouse restaurant, or energize in the fitness center.
$98 nightly
The price is $115
Dec 7 - Dec 8
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile

Radisson Blu Aqua Hotel Chicago

4.5 star property
Downtown Chicago
  • Pool loungers
  • Near the beach
8.6 out of 10, Excellent, (1794)
Splash into aquatic bliss at both indoor and seasonal outdoor pools complete with complimentary cabanas and sun loungers. This luxury hotel offers basketball courts, FireLake restaurant, and sits within walking distance of Chicago Riverwalk and Millennium Park.
$162 nightly
The price is $190
Dec 14 - Dec 15
Total with taxes and fees
Radisson Blu Aqua Hotel Chicago

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
Downtown Chicago
  • Pool loungers
  • Near the beach
8.4 out of 10, Very Good, (1013)
Poolside loungers invite sun-soaked relaxation at this downtown Chicago retreat near Willis Tower. The seasonal outdoor pool complements the 24-hour health club, while premium bedding and deep soaking tubs await after city adventures.
$101 nightly
The price is $119
Dec 7 - Dec 8
Total with taxes and fees
Holiday Inn & Suites Chicago - Downtown by IHG

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 star property
Downtown Chicago
  • Pool loungers
  • Near the beach
9.2 out of 10, Wonderful, (323)
Poolside loungers beckon at the seasonal rooftop retreat, complete with refreshing cocktail service and city views. After swimming, guests explore nearby Millennium Park or unwind in spacious rooms featuring premium bedding and pillowtop mattresses.
$120 nightly
The price is $141
Dec 15 - Dec 16
Total with taxes and fees
Hilton Grand Vacations Club Chicago Magnificent Mile

Viceroy Chicago

4.5 star property
Downtown Chicago
  • Pool loungers
  • Near the beach
9.4 out of 10, Exceptional, (1141)
Seasonal rooftop swimming beckons with panoramic city vistas and premium loungers after exploring nearby Water Tower Place. Somerset restaurant serves exceptional breakfast while attentive staff ensures every comfort in elegant surroundings.
$197 nightly
The price is $231
Dec 7 - Dec 8
Total with taxes and fees
Viceroy Chicago

The Hoxton Chicago

4.0 star property
Downtown Chicago
  • Poolside bar
9.0 out of 10, Wonderful, (1008)
Mediterranean flavors await poolside at this eco-certified Chicago hotel where the seasonal rooftop pool becomes a social hub by day and a sophisticated bar venue by night, complemented by free bicycle rentals for urban exploration.
$174 nightly
The price is $204
Dec 21 - Dec 22
Total with taxes and fees
The Hoxton Chicago

Level Chicago - River North

4.0 star property
Downtown Chicago
  • Pool
  • Pet friendly
  • Free WiFi
  • Air conditioning
  • Gym
  • Parking available
9.0 out of 10, Wonderful, (779)
Poolside perfection awaits at this upscale Chicago retreat, where the seasonal swimming area complements fitness facilities and bike rentals. After splashing around, guests appreciate spacious rooms with full kitchens and premium bedding for total comfort.
$177 nightly
The price is $208
Dec 14 - Dec 15
Total with taxes and fees
Level Chicago - River North

Level Chicago – Old Town

4.0 star property
Downtown Chicago
  • Pool loungers
  • Near the beach
9.0 out of 10, Wonderful, (389)
Seasonal outdoor pool provides a refreshing escape from Chicago's bustling streets. After swimming, guests rejuvenate in the sauna and steam room or maintain fitness routines at the 24-hour health club with basketball courts.
$207 nightly
The price is $243
Dec 1 - Dec 2
Total with taxes and fees
Level Chicago – Old Town

Comfort Inn Hebron-Lowell Area

2.5 star property
Hebron
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
8.8 out of 10, Excellent, (493)
Sparkling water beckons at the seasonal outdoor pool, complementing days spent exploring from this centrally located hotel. Plush pillowtop mattresses ensure restful nights, while the free continental breakfast earns consistent praise for its delicious variety.
$77 nightly
The price is $86
Dec 26 - Dec 27
Total with taxes and fees
Comfort Inn Hebron-Lowell Area

Hilton Chicago/Oak Brook Hills Resort & Conference Center

4.0 star property
Oak Brook
  • Pool loungers
  • Full-service spa
8.8 out of 10, Excellent, (1014)
Sparkling indoor and seasonal outdoor pools anchor this recreational paradise, surrounded by immaculate grounds and scenic golf course views. Guests relish the perfect water temperature while enjoying convenient access to spa services and four onsite restaurants.
$115 nightly
The price is $128
Dec 11 - Dec 12
Total with taxes and fees
Hilton Chicago/Oak Brook Hills Resort & Conference Center
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.

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.

Find out more about South Suburbs

Discover top South Suburbs attractions

For travelers seeking a relaxing getaway in the South Suburbs, there are several points of interest that will enhance your stay. Start your journey at the beautiful Oak Park, where you can stroll through lush landscapes and enjoy a peaceful picnic by the pond. Just a short drive away, the historic Frank Lloyd Wright Home and Studio offers guided tours that provide a glimpse into the life of one of America’s most famous architects, perfect for those who appreciate art and history. Families can enjoy a day at the Children's Museum in Oak Lawn, which offers interactive exhibits that will keep the kids entertained while you unwind. For nature lovers, the Tinley Creek Trail offers scenic walking and biking paths, ideal for a leisurely day outdoors. Finally, don’t miss the serene atmosphere at the Midewin National Tallgrass Prairie, where you can take in the beauty of native landscapes and spot local wildlife. For accommodations, consider staying in the vibrant Oak Brook area, where hotels with pools provide a perfect spot to relax after a day of exploration. Enjoy the convenience of on-site dining and spa services, ensuring you feel pampered throughout your stay.

Top South Suburbs Hotel Reviews

Explore a world of travel with Expedia