Find Hotels with a Pool in South Side, IL

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Check availability on South Side Hotels with a Pool

Tonight
Dec 8 - Dec 9
Tomorrow
Dec 9 - Dec 10
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Top South Side Hotels with a Pool

Indoor pool
Chicago Marriott Midway

Chicago Marriott Midway

3.5 star property
Bedford Park
8.4 out of 10, Very Good, (909)
"The property was excellent the rooms fantastic and the staff were equally wonderful and helpful. "
United States
Leilani
$143 nightly
The price is $168
Dec 16 - Dec 17
Total with taxes and fees
Chicago Marriott Midway
Indoor pool
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1048)
"Great Hotel!"
United States
Wendy
$123 nightly
The price is $144
Jan 1 - Jan 2, 2026
Total with taxes and fees
Hyatt Centric Chicago Magnificent Mile
Indoor pool
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2124)
"Loved and enjoyed our stay"
United States
Luis
$128 nightly
The price is $145
Dec 28 - Dec 29
Total with taxes and fees
Palmer House a Hilton Hotel
Fitness facility
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (1576)
"Professional staff, great location. "
United States
Kelly
$175 nightly
The price is $205
Dec 21 - Dec 22
Total with taxes and fees
Sheraton Grand Chicago Riverwalk
Indoor pool, open 7:00 AM to 10:00 PM, sun loungers
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2956)
"Great location and great staff!!"
United States
lynne
$83 nightly
The price is $97
Dec 22 - Dec 23
Total with taxes and fees
Aloft Chicago Mag Mile
Indoor pool, open 5:00 AM to 11:00 PM, sun loungers
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3446)
"Great hotel"
United States
Clara
$116 nightly
The price is $136
Dec 22 - Dec 23
Total with taxes and fees
voco Chicago Downtown - Riverwalk by IHG
Indoor pool
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2033)
"Great hotel."
United States
Mario
$98 nightly
The price is $115
Dec 22 - Dec 23
Total with taxes and fees
Holiday Inn Chicago Dwtn - The Mart by IHG
Outdoor pool, cabanas (surcharge), pool umbrellas
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2184)
"Nice Hotel"
United States
Alan
$89 nightly
The price is $105
Dec 16 - Dec 17
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile
Indoor pool
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2748)
"Great food clean room friendly staff"
United States
MARINA
$109 nightly
The price is $128
Jan 6 - Jan 7, 2026
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Indoor pool
The Wade

The Wade

4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1509)
"Great location, walkable to so many area attractions. Would definitely stay here again. "
United States
Debbie
$101 nightly
The price is $119
Dec 14 - Dec 15
Total with taxes and fees
The Wade
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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Top South Side Hotel Reviews

Chinatown Hotel Chicago

Chinatown Hotel Chicago

10/10 Excellent
"y"
Corbin 1-night trip
Posted 5 days ago
Chinatown Hotel Chicago

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