Search Hotels with Swimming Pool in Near South Side

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Check availability on Near South Side Hotels with Swimming Pool

Top Near South Side Hotels with Swimming Pool

Indoor pool, pool loungers
Home2 Suites by Hilton Chicago McCormick Place

Home2 Suites by Hilton Chicago McCormick Place

3.0 star property
Near South Side
9.2 out of 10, Wonderful, (725)
"Staff was very accommodating and professional. Rooms were clean and quiet."
United States
Valerie
The price is ₹6,414
₹7,528 total
includes taxes & fees
9 Jan - 10 Jan 2026
Home2 Suites by Hilton Chicago McCormick Place
Indoor pool
Hilton Garden Inn Chicago McCormick Place

Hilton Garden Inn Chicago McCormick Place

3.0 star property
Near South Side
8.6 out of 10, Excellent, (1003)
"Rooms were clean and the check-in and check-out process was swift."
United States
Allene
The price is ₹7,127
₹8,367 total
includes taxes & fees
30 Dec - 31 Dec
Hilton Garden Inn Chicago McCormick Place
Indoor pool, open 5:00 AM to 11:00 PM, pool 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, (3447)
"Great hotel"
United States
Clara
The price is ₹10,449
₹12,266 total
includes taxes & fees
22 Dec - 23 Dec
voco Chicago Downtown - Riverwalk by IHG
Pool
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1743)
"Great staff with a great view of the city! Easy access to the L train to Wrigley Field. Will stay again!"
United States
Joseph
The price is ₹6,414
₹7,528 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Garden Inn Chicago Downtown South Loop
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
The price is ₹7,567
₹11,527 total
includes taxes & fees
6 Jan - 7 Jan 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Indoor pool, open 7:00 AM to 10:00 PM, pool 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
The price is ₹7,477
₹8,777 total
includes taxes & fees
22 Dec - 23 Dec
Aloft Chicago Mag Mile
Outdoor pool, 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
The price is ₹8,044
₹9,442 total
includes taxes & fees
8 Jan - 9 Jan 2026
DoubleTree by Hilton Chicago - Magnificent Mile
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)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
United States
Hannah
The price is ₹8,797
₹12,968 total
includes taxes & fees
3 Jan - 4 Jan 2026
Hyatt Centric Chicago Magnificent Mile
Indoor pool
The Wade

The Wade

4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1512)
"Great location, walkable to so many area attractions. Would definitely stay here again. "
United States
Debbie
The price is ₹9,089
₹10,670 total
includes taxes & fees
17 Dec - 18 Dec
The Wade
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, (2034)
"Great hotel."
United States
Mario
The price is ₹8,828
₹10,363 total
includes taxes & fees
22 Dec - 23 Dec
Holiday Inn Chicago Dwtn - The Mart by IHG
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 Near South Side Hotel Reviews

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

10/10 Excellent
"Very nice hotel stay. Would definitely go back "
Rahul 6-night trip
Posted 1 day ago
The Whitehall Hotel, BW Premier Collection

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Frequently asked questions

What are some accommodation options with pools in Near South Side?
Palmer House a Hilton Hotel: Hotel steps from State Street. Features a full-service spa, an indoor pool and a 24-hour fitness centre. Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Offers full, an indoor pool and flat-screen televisions. Hilton Chicago/Magnificent Mile Suites: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool and a sauna. Congress Plaza Hotel: Hotel, 4-minute walk from State Street. Offers 2 restaurants, an indoor pool and a health club.
What is there to see and do in Near South Side?
Explore places such as Soldier Field and Lake Michigan while you're in Near South Side. Surround yourself with nature at Burnham Park and Grant Park. Travellers love Near South Side for its array of dining options.
When is the best time to book a hotel with a pool in Near South Side?
You may want to consider accommodation that offers an outdoor pool if you plan to visit in the warmest months of July, August or June, when the average temperature is 21°C. Accommodation with an indoor pool may be what you want if you visit during the coldest months of January, February or December, when the average temperature is -1°C.