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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
Aug 7 - Aug 8
Tomorrow
Aug 8 - Aug 9
This weekend
Aug 7 - Aug 9
Next weekend
Aug 14 - Aug 16

Our top choices for South Side hotels with a pool

1. JW Marriott Chicago

JW Marriott Chicago
Downtown Chicago
  • Sleek indoor pool sanctuary opens onto Chicago adventures in this luxury retreat.
¥44,213
¥58,220 total
includes taxes & fees
Aug 29 - Aug 30
JW Marriott Chicago

2. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
  • World-class indoor pool in downtown offers lap swimming and family fun at this luxury hotel.
¥40,251
¥53,400 total
includes taxes & fees
Sep 2 - Sep 3
InterContinental Chicago Magnificent Mile by IHG

3. Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
  • Dive into modern bliss at this downtown hotel, where the indoor pool sparkles alongside skyline views.
¥25,514
¥30,331 total
includes taxes & fees
Sep 7 - Sep 8
Hyatt Place Chicago/Downtown - The Loop

4. 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.
¥26,940
¥31,648 total
includes taxes & fees
Aug 16 - Aug 17
Chicago Marriott Midway

5. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Downtown Chicago
  • Chicago hotel offers refreshing stays with indoor pool, fitness center, and walkable Michigan Avenue access.
¥29,499
¥39,720 total
includes taxes & fees
Aug 31 - Sep 1
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

6. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
¥25,450
¥30,260 total
includes taxes & fees
Aug 30 - Aug 31
Hilton Chicago/Magnificent Mile Suites

7. 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.
¥25,454
¥30,265 total
includes taxes & fees
Aug 30 - Aug 31
DoubleTree by Hilton Chicago - Magnificent Mile

8. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
¥26,016
¥30,930 total
includes taxes & fees
Sep 7 - Sep 8
Courtyard by Marriott Chicago Magnificent Mile

9. 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.
¥27,257
¥32,406 total
includes taxes & fees
Aug 30 - Aug 31
Aloft by Marriott Chicago Mag Mile

10. Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG
Downtown Chicago
  • Float in style at this Chicago riverside retreat with a sleek indoor pool, two on-site restaurants, and skyline views.
¥30,846
¥41,383 total
includes taxes & fees
Aug 9 - Aug 10
Holiday Inn Chicago Dwtn - The Mart by IHG
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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

Chinatown Hotel Chicago

Chinatown Hotel Chicago

10/10 Excellent
"Bj"
Patrick 2-night trip
Posted 2 hours ago
Chinatown Hotel Chicago
Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

8/10 Good
"I thought for a hotel of that magnitude did the best they possibly could. I wish they had shuttle service to Midway airport. The rooms were clean, The staff was helpful. The breakfast was excellent. The kitchen was a little slow on dinner orders, but the bartender was good. They could have communicated better on the charges, though. All in all, this a good hotel and I would stay there if I went back to Chicago. Charles V Duncan"
Charles 7-night trip
Posted 4 hours ago
Holiday Inn Chicago – Midway Airport S by IHG

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