South Loop Hotel with Pool

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
  • Be picky

    Search almost a million properties worldwide

Check availability on South Loop Hotel with Pool

Our top choices for South Loop hotels with a 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, (1763)
"Great check in and responsive front desk staff. Housekeeping staff did a great job during our visit! "
United States
Steven
The price is HK$568
HK$667 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Garden Inn Chicago Downtown South Loop

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2383)
"Great amenities and staff"
United States
Edward J
The price is HK$887
HK$1,269 total
includes taxes & fees
26 Dec - 27 Dec
Hilton Chicago

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, (2135)
"Everything was really clean and the breakfast was good "
United States
Susan
The price is HK$632
HK$741 total
includes taxes & fees
7 Jan - 8 Jan 2026
Homewood Suites by Hilton Chicago Downtown South Loop

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1011)
"This place made a great landing spot for a holiday weekend w family. Clean, great location, loved the holiday decorations and indoor pool / outside hot tub. Will stay again! "
United States
Deidre
The price is HK$919
HK$1,307 total
includes taxes & fees
22 Dec - 23 Dec
Sentral Michigan Avenue

Hampton Inn Chicago McCormick Place

Hampton Inn Chicago McCormick Place
3.0 star property
Near South Side
9.0 out of 10, Wonderful, (1000)
"Very nice hotel "
United States
Lloyd
The price is HK$613
HK$719 total
includes taxes & fees
10 Jan - 11 Jan 2026
Hampton Inn 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, (732)
"Great staff and experience. Clean room, nice amenities."
United States
Allen
The price is HK$589
HK$691 total
includes taxes & fees
7 Jan - 8 Jan 2026
Home2 Suites by Hilton 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, (1000)
"Rooms were clean and the check-in and check-out process was swift."
United States
Allene
The price is HK$616
HK$723 total
includes taxes & fees
29 Dec - 30 Dec
Hilton Garden Inn Chicago McCormick Place

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2953)
"The room was very clean, the location was excellent."
United States
Craig
The price is HK$615
HK$721 total
includes taxes & fees
14 Jan - 15 Jan 2026
Aloft Chicago Mag Mile

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3487)
"Very helpful staff, clean rooms and really great breakfast buffet. "
United States
Katherine
The price is HK$840
HK$986 total
includes taxes & fees
21 Dec - 22 Dec
voco Chicago Downtown - Riverwalk by IHG

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1053)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
United States
Hannah
The price is HK$762
HK$1,123 total
includes taxes & fees
7 Jan - 8 Jan 2026
Hyatt Centric 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.

Top South Loop Hotel Reviews

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.

Explore a world of travel with Expedia