Luxury Hotels & Resorts in South Side from NZ$145
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on South Side Luxury Hotels
Our top choices for South Side luxury hotels
9.6 out of 10, Exceptional, (1001)
"Great staff, location and ambience."
Jaison
The price is NZ$383
includes taxes & fees
21 Dec - 22 Dec
8.6 out of 10, Excellent, (1920)
"Good value, great cleaning staff "
farzana
The price is NZ$243
includes taxes & fees
4 Jan - 5 Jan 2026
LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by HiltonDowntown Chicago
9.4 out of 10, Exceptional, (3427)
"Great Hotel!"
Siranush
The price is NZ$263
includes taxes & fees
4 Jan - 5 Jan 2026
9.4 out of 10, Exceptional, (3391)
"I always love staying at this place when I visit"
William
The price is NZ$325
includes taxes & fees
28 Dec - 29 Dec
8.4 out of 10, Very good, (1579)
"Rooms were very nice and staff was great"
Nancy
The price is NZ$353
includes taxes & fees
21 Dec - 22 Dec
9.2 out of 10, Wonderful, (2119)
"Great hotel. Very affordable for such a perfect location."
Nicholas
The price is NZ$216
includes taxes & fees
21 Dec - 22 Dec
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileDowntown Chicago
8.8 out of 10, Excellent, (2185)
"The staff was amazing , can’t wait to return "
Jasmin
The price is NZ$181
includes taxes & fees
21 Dec - 22 Dec
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 Side Hotel Reviews
Chinatown Hotel Chicago
10/10 Excellent
Explore a world of travel with Expedia
Top areas for Luxury Hotels
Places Near South Side
What kind of hotels are in South Side?
- Adults Only in South Side
- Adventure Sport Hotels in South Side
- Beach Hotels in South Side
- Boutique Hotels in South Side
- Business Hotels in South Side
- Casino Hotels in South Side
- Cheap Hotels in South Side
- Family Hotels in South Side
- Golf Hotels in South Side
- Green Hotels in South Side
- Historic Hotels in South Side
- Hotels with Parking in South Side
- Hotels with Pool in South Side
- LGBT Welcoming Hotels in South Side
- Pet Friendly Hotels in South Side
- Romantic Hotels in South Side
- Spa Hotels in South Side
More accommodation types in South Side
Hotels near popular Chicago Attractions
Explore more hotels
- Admiral Motel By Oyo Chicago I-94
- Chicago Lake Shore Hotel
- Rainbow Motel
- Stylish Apartment near Chicago Downtown
- Best Motel By OYO Chicago I-90
- LakeHouse
- A Home Away From Home!
- South Shore Chicago Condo-1 Block to Lake-WiFi-AC-Elevator-420 Friendly
- House with garage, outdoor dining and basement bar
- Bright 2 Bed/2 Bath Condo With Patio Less Than 10 Mins From Major Attractions
- Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!
- Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum
- Stay, Relax & Explore Chicago
- Modern Studio Near UChicago
- Luxury Apartment in Bronzeville, Just Minutes from Downtown - RSV Now!
More ways to book
Expedia's Latest Trends
Hotels
- Hotels near Southern Cross Hospitals
- Fraser Suites Perth
- Auckland accommodation
- Holiday Inn Express Hamilton by IHG
- Athenaeum InterContinental by IHG
- Hotels near Lollapalooza
- Battersea Accommodation
- Beachfront Towers
- Hotels near Rockhampton Hospital
- Arrowtown Motel Apartments
- voco Brisbane City Centre by IHG
- Hotels near Lake Rotoiti Hot Pools
- Grand Hotel Rockdale
- Motels Riverton
- Fiji accommodation
- Return to Paradise Resort and Spa
- Harbour City Motor Inn
- Renaissance Hong Kong Harbour View Hotel
- Stafford accommodation
Flights
Activities
General