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Find Hotels with a Pool in South Side, IL

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Check availability on South Side Hotels with a Pool

Tonight
Sep 21 - Sep 22
Tomorrow
Sep 22 - Sep 23
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for South Side hotels with a pool

1. Chicago Marriott Midway

Chicago Marriott Midway
Bedford Park
  • Splash into luxury at Chicago Marriott Midway's indoor pool, open from 5 AM to 11 PM for all-day aquatic enjoyment.
₩316,253
₩371,545 total
includes taxes & fees
Sep 26 - Sep 27
Chicago Marriott Midway

2. The Wade

The Wade
Downtown Chicago
  • Float away at this stunning luxury hotel with an indoor pool overlooking Lake Michigan and the city's iconic skyline.
₩206,946
₩246,038 total
includes taxes & fees
Sep 27 - Sep 28
The Wade

3. Hilton Chicago

Hilton Chicago
Downtown Chicago
  • Soak in relaxation at this historic Chicago hotel's indoor pool with spa amenities nearby.
₩293,961
₩390,255 total
includes taxes & fees
Sep 27 - Sep 28
Hilton Chicago

4. Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
Downtown Chicago
  • Splash into urban relaxation at this West Loop hotel's stylish indoor pool, where sun loungers invite post-sightseeing unwinding.
₩249,419
₩296,533 total
includes taxes & fees
Sep 27 - Sep 28
Hampton Inn Chicago West Loop Fulton Market Area

5. Fairfield Inn and Suites by Marriott Chicago Midway Airport

Fairfield Inn and Suites by Marriott Chicago Midway Airport
Bedford Park
  • Serene indoor pool sanctuary creates a refreshing escape after airport travel, with an all-season swimming haven for unwinding.
₩173,751
₩204,123 total
includes taxes & fees
Sep 27 - Sep 28
Fairfield Inn and Suites by Marriott Chicago Midway Airport

6. Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
  • Splash into serenity at this Michigan Avenue retreat with a sparkling indoor pool, hot tub haven, and 24-hour fitness center.
₩294,447
₩391,360 total
includes taxes & fees
Sep 27 - Sep 28
Hyatt Centric Chicago Magnificent Mile

7. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
Downtown Chicago
  • Splash into the city at this downtown hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.
₩281,849
₩335,089 total
includes taxes & fees
Sep 27 - Sep 28
Aloft by Marriott Chicago Mag Mile

8. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
₩270,836
₩321,997 total
includes taxes & fees
Sep 27 - Sep 28
Courtyard by Marriott Chicago Magnificent Mile

9. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
Downtown Chicago
  • Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.
₩298,655
₩355,071 total
includes taxes & fees
Sep 27 - Sep 28
DoubleTree by Hilton Chicago - Magnificent Mile

10. Best Western River North Hotel

Best Western River North Hotel
Downtown Chicago
  • Splash into year-round pool fun at this Michigan Avenue hotel with a modern fitness center.
₩234,932
₩279,310 total
includes taxes & fees
Sep 27 - Sep 28
Best Western River North Hotel
View all properties

Choose what matters most at hotels with a pool in South Side

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top South Side Hotel Reviews

Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

10/10 Excellent
"Parking 2 check in may be a challenge but the location is worth the hiccup, multiple places to eat and a theater across the street, also there is parking at the hotel"
Earl 1-night trip
Posted 6 hours ago
Hyatt Place Chicago-South/University Medical Center
Best Western Inn & Suites - Midway Airport

Best Western Inn & Suites - Midway Airport

8/10 Good
"The breakfast was great although it would be nice to have coconut water and stevia sweetener. It was clean and nice enough to sleep and relax."
Daniel 2-night trip
Posted 8 hours ago
Best Western Inn & Suites - Midway Airport
Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

8/10 Good
"The lighting in the room was lacking in the bathroom and main area. There was only one light in the bathroom and the main area only had lights on one side of the room. Also the front desk staff was not available on check we had to ask other staff to locate them for assistance."
Wendel 1-night trip
Posted 13 hours ago
Holiday Inn Chicago – Midway Airport S by IHG
Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

8/10 Good
"The stairs were steep and are difficult for seniors. The air conditioning was really cool."
Dianne 1-night trip
Posted 1 day ago
Chicago Lake Shore Hotel
Chinatown Hotel Chicago

Chinatown Hotel Chicago

10/10 Excellent
"China Town Chicago is my new favorite location in the state of Illinois"
Shawn 1-night trip
Posted 1 day ago
Chinatown Hotel Chicago

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