Near South Side 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 Near South Side Hotel with Pool

This weekend
Next weekend

Our top choices for Near South Side hotels with a pool

Hampton Inn Chicago McCormick Place

Hampton Inn Chicago McCormick Place
3.0 star property
Near South Side
9.0 out of 10, Wonderful, (1014)
"Very nice hotel "
United States
Lloyd
The price is HK$600
HK$704 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, (741)
"Great staff and experience. Clean room, nice amenities."
United States
Allen
The price is HK$589
HK$691 total
includes taxes & fees
5 Jan - 6 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, (1005)
"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

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1059)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
United States
Hannah
The price is HK$763
HK$1,124 total
includes taxes & fees
2 Jan - 3 Jan 2026
Hyatt Centric Chicago Magnificent Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2975)
"Great place to stay"
United States
Elisha
The price is HK$646
HK$758 total
includes taxes & fees
15 Jan - 16 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, (3505)
"Very helpful staff, clean rooms and really great breakfast buffet. "
United States
Katherine
The price is HK$833
HK$977 total
includes taxes & fees
1 Jan - 2 Jan 2026
voco Chicago Downtown - Riverwalk by IHG

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, (1775)
"Great place to stay! Near all the sites to see!"
United States
Rafael
The price is HK$568
HK$667 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Garden Inn Chicago Downtown South Loop

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2204)
"Very friendly staff, clean rooms, the location is amazing and near of everything "
United States
Sarwat
The price is HK$695
HK$816 total
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree by Hilton Chicago - Magnificent Mile

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1535)
"Great staff and great location. "
United States
Joe
The price is HK$786
HK$923 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Wade

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2413)
"The room was clean and the staff was outstanding. "
United States
Albert
The price is HK$887
HK$1,270 total
includes taxes & fees
28 Dec - 29 Dec
Hilton Chicago
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 Near South Side Hotel Reviews

Frequently asked questions

What are some accommodation options with pools in Near South Side?
Hilton Chicago/Magnificent Mile Suites: Hotel steps from State Street. Features a full-service spa, an indoor pool and a 24-hour fitness centre. Silversmith Hotel Chicago Downtown: Hotel, 4-minute walk from Michigan Avenue. Offers full, an indoor pool and flat-screen televisions. Club Quarters Hotel Wacker at Michigan, Chicago: Hotel, 4-minute walk from State Street. Features 2 restaurants, an indoor pool and a health club. Palmer House a Hilton Hotel: Hotel, 2-minute walk from State Street. Provides a snack bar/deli, a pool and buffet. Embassy Suites by Hilton Chicago Downtown River North: Hotel steps from Michigan Avenue. Features 2 restaurants, an indoor pool and a sauna.
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 Grant Park and Northerly Island. 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.

Explore a world of travel with Expedia