Luxury Hotels & Resorts in South Side from NZ$209
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on South Side Luxury Hotels
Tonight
14 Aug - 15 AugTomorrow
15 Aug - 16 AugThis weekend
14 Aug - 16 AugNext weekend
21 Aug - 23 AugOur top choices for South Side luxury hotels
1. Sophy Hyde Park
Sophy Hyde ParkHyde Park
- Luxury meets cultural charm in Hyde Park Chicago, where plush bedding and upscale dining create an elegant retreat near lakefront parks.
NZ$598
includes taxes & fees
8 Sept - 9 Sept
2. InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHGDowntown Chicago
- Elegant city centre sanctuary boasts historic charm, luxury spa treatments, and a stunning indoor pool.
NZ$572
includes taxes & fees
23 Aug - 24 Aug
3. Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonDowntown Chicago
NZ$415
includes taxes & fees
7 Sept - 8 Sept
NZ$393
includes taxes & fees
30 Aug - 31 Aug
NZ$508
includes taxes & fees
7 Sept - 8 Sept
NZ$437
includes taxes & fees
30 Aug - 31 Aug
NZ$439
includes taxes & fees
30 Aug - 31 Aug
NZ$506
includes taxes & fees
23 Aug - 24 Aug
View all properties
Top South Side Hotel Reviews
Chicago Lake Shore Hotel
10/10 Excellent
"No amenities but free parking very close to downtown Chicago"
Hyatt Place Chicago-South/University Medical Center
10/10 Excellent
"Pool was out of service during our stay but otherwise everything else was great"
Best Western Inn & Suites - Midway Airport
10/10 Excellent
"Above and beyond"
Chinatown Hotel Chicago
10/10 Excellent
"Bj"
Explore a world of travel with Expedia
- Luxury Hotels in Central Chicago
- Business Hotels in South Side
- Cheap Hotels in South Side
- Spa Hotels in South Side
- Beach Hotels in Chicago
- Boutique Hotels in Chicago
- Pet Friendly Hotels in Chicago
- Golf Hotels in Chicago
- Hotels with Pool in Chicago
- Romantic Hotels in Chicago
- Cheap Hotels in Chicago
- Casino Hotels in Chicago
- Lgbt Welcoming Hotels in Chicago
- Cheap Hotels in Near South Side
- Boutique Hotels in The Loop
- Lgbt Welcoming Hotels in Little Village
- Lgbt Welcoming Hotels in South Loop
- Pet Friendly Hotels in Hyde Park
- Hotels with Pool in Hyde Park
- Luxury Hotels in Hyde Park
- Cheap Hotels in Hyde Park
- Lgbt Welcoming Hotels in Printers Row
- Hotels with Parking in Magnificent Mile
- Casino Hotels in Near North Side
- Beach Hotels in Downtown Chicago
- Hotels with Pool in Downtown Chicago
- Lgbt Welcoming Hotels in Downtown Chicago
- Boutique Hotels in Downtown Chicago
- Luxury Hotels in Downtown Chicago
- Hotels with Pool in Armour Square
- Villas in South Side
- Residences in South Side
- Apartments in Chicago 35th Street-Lou Jones-Bronzeville Station
- Holiday Homes in Southwest Side
- Apartments in Jackson Station
- Kimpton Hotels in South Side
- Sonesta Hotel in South Side
- La Quinta Inn & Suites Hotels in Southwest Side
- Kimpton Hotels in Southwest Side
- Sonesta Hotel in Southwest Side
- La Quinta Inn & Suites Hotels in Woodlawn
- Motel 6 Hotels in Hyde Park
- Hilton Hotels in Hyde Park
- Hard Rock Hotels in Grace Abbott Homes
- South Shore Hotels
- Hotels near SR Crown Hall
- Chicago Hotels
- Hotels near Soldier Field
- Englewood Hotels
- Hotels near Renaissance Society
- Oakland Hotels
- Hotels near Hyde Park Hair Salon
- Hotels near University of Chicago
- South Loop Hotels
- Hyde Park Hotels
- Mckinley Park Hotels
- Hotels near Field Museum of Natural History
- Near South Side Hotels
- West Englewood Hotels
- Washington Park Hotels
- Bridgeport Hotels
- Theatre District Hotels
- Hotels near Arie Crown Theater
- Canaryville Hotels
- Visit Gage Park
- Visit Prairie District
- Visit South Loop
- Visit Fuller Park
- Visit Jackson Park Highlands
- Visit McKinley Park
- Visit Indian Village
- Visit Chicago Lawn
- Visit Avalon Park
- Visit Washington Park
- Visit Bronzeville
- Visit Canaryville
- Visit Greater Grand Crossing
- Visit Douglas
- Art Institute of Chicago
- Bridgeport Art Center
- Mccormick Place
- Hyde Park Hair Salon
- Robie House
- Adler Planetarium and Astronomy Museum
- Supreme Life Building
- Buckingham Fountain
- Harold Washington Library Center
- Zhou B Art Center
- Wintrust Arena
- Obama's House