Find Hotels with an Outdoor Pool in West Loop, IL

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

Check availability on West Loop Hotels with an Outdoor Pool

Top West Loop Hotels with an Outdoor Pool

Seasonal outdoor pool, open 8:00 AM to 10:00 PM, sun loungers
Holiday Inn & Suites Chicago - Downtown by IHG

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, (1003)
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.
$110 nightly
The price is $129
Dec 12 - Dec 13
Total with taxes and fees
Holiday Inn & Suites Chicago - Downtown by IHG
3 bars/lounges, piano bar
The Hoxton Chicago

The Hoxton Chicago

4.0 star property
Downtown Chicago
  • Poolside bar
9.0 out of 10, Wonderful, (1004)
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.
$168 nightly
The price is $197
Dec 14 - Dec 15
Total with taxes and fees
The Hoxton Chicago
Executive lounge
Level Chicago Fulton Market

Level Chicago Fulton Market

4.0 star property
Downtown Chicago
  • Pool
  • Pet friendly
  • Free WiFi
  • Air conditioning
  • Parking available
  • Business services
9.2 out of 10, Wonderful, (351)
Seasonal poolside relaxation awaits at this upscale Chicago retreat, where the outdoor swimming area complements stylish accommodations featuring rainfall showers and deep soaking tubs. Savor stunning city views from beautifully decorated rooms.
$228 nightly
The price is $268
Dec 7 - Dec 8
Total with taxes and fees
Level Chicago Fulton Market
Terrace/patio
DoubleTree by Hilton Chicago - Magnificent Mile

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, (2146)
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
Nov 25 - Nov 26
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile
Indoor pool, seasonal outdoor pool, free cabanas, sun loungers
Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

4.5 star property
Downtown Chicago
  • Pool loungers
  • Near the beach
8.6 out of 10, Excellent, (1768)
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
Breakfast and dinner served
Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 star property
Downtown Chicago
  • Pool loungers
  • Near the beach
9.2 out of 10, Wonderful, (318)
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
Interior
Viceroy Chicago

Viceroy Chicago

4.5 star property
Downtown Chicago
  • Pool loungers
  • Near the beach
9.4 out of 10, Exceptional, (1136)
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.
$240 nightly
The price is $282
Dec 7 - Dec 8
Total with taxes and fees
Viceroy Chicago
Business center
Kasa River North Chicago

Kasa River North Chicago

4.0 star property
Downtown Chicago
  • Pool loungers
9.4 out of 10, Exceptional, (179)
Seasonal rooftop pool creates an urban oasis amid Chicago's skyline from June through September. Sun loungers invite lazy afternoons after exploring nearby Michigan Avenue attractions or working out in the fitness center.
$229 nightly
The price is $269
Nov 24 - Nov 25
Total with taxes and fees
Kasa River North Chicago
Front of property - evening/night
Level Chicago – Old Town

Level Chicago – Old Town

4.0 star property
Downtown Chicago
  • Pool loungers
  • Near the beach
9.0 out of 10, Wonderful, (383)
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.
$312 nightly
The price is $366
Dec 19 - Dec 20
Total with taxes and fees
Level Chicago – Old Town
Premium bedding, pillowtop beds, in-room safe, individually furnished
Level Chicago - River North

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, (767)
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.
$237 nightly
The price is $278
Dec 19 - Dec 20
Total with taxes and fees
Level Chicago - River North
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.
View all properties

Top West Loop Hotel Reviews

The Wade

The Wade

10/10 Excellent
"Great location, walkable to so many area attractions. Would definitely stay here again. "
Debbie 3-night trip
Posted 4 hours ago
The Wade

Explore a world of travel with Expedia