Find Hotels with a Pool in Near South Side, IL

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

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Near South Side Hotels with a Pool

Our top choices for Near South Side hotels with a pool

Indoor pool, sun 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 AED 262
AED 307 total
includes taxes & fees
7 Jan - 8 January 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 AED 291
AED 341 total
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Chicago McCormick Place
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, (3447)
"Great hotel"
United States
Clara
The price is AED 426
AED 500 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 AED 262
AED 307 total
includes taxes & fees
5 Jan - 6 January 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 AED 309
AED 470 total
includes taxes & fees
6 Jan - 7 January 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
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
The price is AED 305
AED 358 total
includes taxes & fees
22 Dec - 23 Dec
Aloft Chicago Mag Mile
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
The price is AED 328
AED 385 total
includes taxes & fees
16 Dec - 17 Dec
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 AED 359
AED 529 total
includes taxes & fees
1 Jan - 2 January 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, (1513)
"Great location, walkable to so many area attractions. Would definitely stay here again. "
United States
Debbie
The price is AED 371
AED 435 total
includes taxes & fees
14 Dec - 15 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 AED 360
AED 423 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.
View all properties

Top Near South Side Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"The location, hotel, and views are absolutely fantastic!"
Frederick 1-night trip
Posted 10 hours ago
The Royal Sonesta Chicago Downtown

Explore a world of travel with Expedia

Frequently asked questions

What are some accommodations 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 center. 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 like Soldier Field and Lake Michigan while you're in Near South Side. Surround yourself with nature at Burnham Park and Grant Park. Travelers 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 an accommodation with an outdoor swimming pool if you'll be visiting in the warmest months of July, August, or June when the average temperature is 70°F. Lodging with an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temperature is 31°F.