South Loop Hotel with Pool

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Check availability on South Loop Hotel with Pool

Tonight
29 Dec - 30 Dec
Tomorrow
30 Dec - 31 Dec
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

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

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1791)
"Great place to stay! Near all the sites to see!"
United States
Rafael
The price is HK$586
HK$688 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Garden Inn Chicago Downtown South Loop
Indoor pool
Hilton Chicago

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2443)
"What a great stay!!"
United States
Alejandra
The price is HK$950
HK$1,343 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Chicago
Pool
Homewood Suites by Hilton Chicago Downtown South Loop

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, (2177)
"Everything from the room stay to the staff service and the cleanliness of the hotel excellent"
United States
Melanie
The price is HK$610
HK$716 total
includes taxes & fees
14 Jan - 15 Jan 2026
Homewood Suites by Hilton Chicago Downtown South Loop
Indoor pool
Sentral Michigan Avenue

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1026)
"My favorite place to stay hands-down"
United States
Michele
The price is HK$918
HK$1,306 total
includes taxes & fees
4 Jan - 5 Jan 2026
Sentral Michigan Avenue
Indoor pool, pool loungers
Home2 Suites by Hilton Chicago McCormick Place

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, (747)
"Check in was nice and smooth"
United States
Liya
The price is HK$588
HK$690 total
includes taxes & fees
5 Jan - 6 Jan 2026
Home2 Suites by Hilton Chicago McCormick Place
Indoor pool
Hampton Inn Chicago McCormick Place

Hampton Inn Chicago McCormick Place

Hampton Inn Chicago McCormick Place
3.0 star property
Near South Side
9.0 out of 10, Wonderful, (1004)
"Very nice hotel "
United States
Lloyd
The price is HK$599
HK$703 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hampton Inn Chicago McCormick Place
Indoor pool
Hilton Garden Inn Chicago McCormick Place

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, (1005)
"Rooms were clean and the check-in and check-out process was swift."
United States
Allene
The price is HK$615
HK$723 total
includes taxes & fees
19 Jan - 20 Jan 2026
Hilton Garden Inn Chicago McCormick Place
Indoor pool
The Wade

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1545)
"Great staff and great location. "
United States
Joe
The price is HK$723
HK$848 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Wade
Indoor pool, open 5:00 AM to 11:00 PM, pool loungers
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3535)
"Really nice hotel"
United States
Saulius
The price is HK$901
HK$1,058 total
includes taxes & fees
26 Jan - 27 Jan 2026
voco Chicago Downtown - Riverwalk by IHG
Outdoor pool, pool cabanas (surcharge), pool umbrellas
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2211)
"It was a beautiful stay "
United States
Donald
The price is HK$663
HK$778 total
includes taxes & fees
5 Jan - 6 Jan 2026
DoubleTree by Hilton Chicago - Magnificent Mile
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 South Loop Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"I had a great stay at this hotel. It was centrally located around so many things, the staff was incredibly friendly, and the room was exceptionally clean. I really enjoyed my stay and would definitely stay here again! The breakfast food at their restaurant was amazing as well! "
Cierra 1-night trip
Posted 1 day ago
The Royal Sonesta Chicago Downtown

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 Grant 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.

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