Search Hotels with Swimming Pool in South Loop

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Check availability on South Loop Hotels with Swimming Pool

Our top choices for South Loop hotels with a pool

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, (1751)
"Clean and staff was courteous. "
United States
HANNAH
The price is ₹6,400
₹7,512 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Garden Inn Chicago Downtown South Loop
Pool
Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop

3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2132)
"this was the best value and excellent hotel "
United States
Paula
The price is ₹7,119
₹8,357 total
includes taxes & fees
5 Jan - 6 Jan 2026
Homewood Suites by Hilton Chicago Downtown South Loop
Indoor pool
Sentral Michigan Avenue

Sentral Michigan Avenue

4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1005)
"Beautiful view, and a very nice condo. "
United States
Tiffanie
The price is ₹10,620
₹15,104 total
includes taxes & fees
21 Dec - 22 Dec
Sentral Michigan Avenue
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, (726)
"Location, very spacious rooms, great breakfast!!! Excellent customer service!!! Will be staying there again. "
United States
Bianca
The price is ₹6,400
₹7,513 total
includes taxes & fees
7 Jan - 8 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, (1000)
"Rooms were clean and the check-in and check-out process was swift."
United States
Allene
The price is ₹7,119
₹8,357 total
includes taxes & fees
21 Dec - 22 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, (3449)
"Great hotel"
United States
Clara
The price is ₹10,089
₹11,843 total
includes taxes & fees
9 Jan - 10 Jan 2026
voco Chicago Downtown - Riverwalk by IHG
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, (2750)
"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, (2947)
"Great location and great staff!!"
United States
lynne
The price is ₹6,921
₹8,125 total
includes taxes & fees
11 Dec - 12 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, (2179)
"Nice Hotel"
United States
Alan
The price is ₹8,034
₹9,431 total
includes taxes & fees
21 Dec - 22 Dec
DoubleTree by Hilton Chicago - Magnificent Mile
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, (2036)
"room was good,location was perfect!"
United States
Kyan
The price is ₹8,809
₹10,340 total
includes taxes & fees
24 Dec - 25 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 South Loop Hotel Reviews

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

10/10 Excellent
"There's a restaurant in the same building. I wouldn't have clicked on the breakfast rating if I'd known it only applied to free breakfast."
James J. 1-night trip
Posted 2 days ago
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

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Frequently asked questions

What are some hotels with pools in South Loop?
Homewood Suites by Hilton Chicago Downtown South Loop: Hotel, 2-minute walk from State Street. Features a snack bar/deli, a pool and buffet. Hilton Garden Inn Chicago Downtown South Loop: Hotel, 1-minute walk from State Street. Offers a snack bar/deli, a pool and complimentary wireless Internet access.
What is there to see and do in South Loop?
Explore places such as Soldier Field and Lake Michigan while you're in South Loop. Make a point to visit attractions such as Burnham Park and Field Museum of Natural History. South Loop appeals to visitors with its beautiful lakeside setting, top museums and array of dining options.
When is the best time to book a hotel with a pool in South Loop?
You may want to think about a place to stay that offers an outdoor pool if you'll be visiting in the warmest months of July, August or June, when the average temp is 21°C. Accommodation offering an indoor pool may be the way to go if you visit during the coldest months of January, February or December, when the average temperature is -1°C.