South Side Hotel Guide - Luxury Hotels in South Side, Chicago
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check availability on South Side Luxury Hotels
Top South Side Luxury Hotels
The Wheeler Mansion
The Wheeler Mansion
10.0 out of 10, Exceptional, (3)
Best Western Grant Park Hotel
Best Western Grant Park Hotel
8.2 out of 10, Very good, (2628)
The price is €94
includes taxes & fees
10 Nov - 11 Nov
Hyatt Regency McCormick Place Chicago
Hyatt Regency McCormick Place Chicago
9.0 out of 10, Wonderful, (1011)
The price is €262
includes taxes & fees
8 Nov - 9 Nov
Chinatown Hotel Chicago
Chinatown Hotel Chicago
5.4 out of 10, (1001)
The price is €86
includes taxes & fees
3 Nov - 4 Nov
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
Best Western Inn & Suites - Midway Airport
10/10 Excellent
Chicago Marriott Midway
10/10 Excellent
Explore a world of travel with Expedia
Top areas for Luxury Hotels
Hotel Theme
- 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 Friendly Hotels in South Side
- Golf Hotels in South Side
- Green / Sustainable Hotels in South Side
- Historic Hotels in South Side
- Hotels with Air Conditioning in South Side
- Hotels with Bar in South Side
- Hotels with Breakfast in South Side
- Hotels with Childcare in South Side
- Hotels with Connecting Rooms in South Side
- Hotels with Parking in South Side
- Hotels with Pool in South Side
- Hotels with Restaurant in South Side
- Hotels with Spa in South Side
- Hotels with WiFi in South Side
- LGBT-Friendly Hotels in South Side
- Pet Friendly Hotels in South Side
- Romantic Hotels in South Side
- Wedding Hotels in South Side
More accommodation types in South Side
Hotels near other Attractions
More top South Side Hotels
- Sophy Hyde Park
- Best Motel By OYO Chicago I-90
- Best Western Inn & Suites - Midway Airport
- Chicago Lake Shore Hotel
- Rainbow Motel
- Stylish Apartment near Chicago Downtown
- Admiral Motel By Oyo Chicago I-94
- Cozy Studio in Hyde Park-Walk to Lake & University
- Capital O Empire Motel Chicago I-94
- A Home Away From Home!
- LakeHouse
- Modern Studio Near UChicago
- House with garage, outdoor dining and basement bar
- Modern 1BR in Historic HydePark
- South Shore Chicago Condo-1 Block to Lake-WiFi-AC-Elevator-420 Friendly
- Cozy Charm Studio Apt in Chicago
- Sleek & Functional 2-Bedroom Apt
- Bright & Cozy 1BR Near UChicago
Expedia's Latest Trends
Hotels
- BBIreland Hotels in Sallins
- Marriott Executive Apartments London, Canary Wharf
- The Ballyliffin Lodge and Spa
- Leonardo Hotel Southampton
- Villas Kavos
- Guest Houses Naas
- Best Western Plus Park City Hammarby Sjostad
- JC Kevin Sathorn Bangkok Hotel
- Hotels in Pisa City Centre
- Caravan Parks Annagassan
- The Lensbury Resort
- Luxury Self Catering Loft Apartment and Roof Garden in the heart of Killorglin
- Hotels near Sanctuary of Our Lady of Fatima
Cars
Packages
Holiday Rentals