Best Luxury Hotels in South Side
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, (1,000 reviews)
"The view and room was awesome."
Merritt
The price is RM718
RM950 total
includes taxes & fees
30 Jan - 31 Jan
9.4 out of 10, Exceptional, (3,449 reviews)
"Great staff & awesome location!"
Kanyana
The price is RM629
RM856 total
includes taxes & fees
15 Feb - 16 Feb
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileDowntown Chicago
8.8 out of 10, Excellent, (2,254 reviews)
"Great staff, easy check in."
Zachary
The price is RM342
RM401 total
includes taxes & fees
1 Feb - 2 Feb
9.0 out of 10, Wonderful, (2,366 reviews)
"Will stay again!!"
Luzabeth
The price is RM382
RM549 total
includes taxes & fees
6 Feb - 7 Feb
LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by HiltonDowntown Chicago
9.4 out of 10, Exceptional, (3,571 reviews)
"Clean accommodations and friendly staff."
usha
The price is RM559
RM656 total
includes taxes & fees
22 Feb - 23 Feb
9.0 out of 10, Wonderful, (1,003 reviews)
"Great location, clean hotel "
Maricella
The price is RM522
RM731 total
includes taxes & fees
15 Feb - 16 Feb
8.6 out of 10, Excellent, (2,009 reviews)
"Clean rooms, great staff, and great location."
Romel
The price is RM288
RM432 total
includes taxes & fees
18 Feb - 19 Feb
8.6 out of 10, Excellent, (1,841 reviews)
"Excellent front desk, rooms, pool/whirlpool and especially gym. "
Victoria Lynn Davis
The price is RM631
RM845 total
includes taxes & fees
8 Feb - 9 Feb
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
Holiday Inn Chicago – Midway Airport S by IHG
10/10 Excellent
Carlton Inn Midway
10/10 Excellent
Explore a world of travel with Expedia
- 3 Star Hotels in The Loop
- 5 Star Hotels in Chicago
- Hotels near Abbott Park
- Hotels near Art Institute of Chicago
- Gay friendly Hotels in Bedford Park
- Hotels with free parking in Brookfield
- Hostels in Chicago
- Beach Resorts in Chicago
- Boutique Hotels in Chicago
- Budget Hotels in Chicago
- Family friendly Hotels in Chicago
- Gay friendly Hotels in Chicago
- Hotels with kitchenette in Chicago
- Hotels with Swimming Pools in Chicago
- Luxury Hotels in Chicago
- Pet friendly Hotels in Chicago
- Relais & Chateaux Hotels in Chicago
- Romantic Hotels in Chicago
- Hotels with Spa in Chicago
- Starwood Capital Hotels in Chicago
- Chicago Hotels
- Chicago Museum Campus Hotels
- Aparthotels in Chicago
- Chinatown Hotels
- Budget Hotels in Cook County
- Hotels with Bars / Lounges in Downtown Chicago
- Hotels with Gyms in Downtown Chicago
- Hotels with Views in Downtown Chicago
- Luxury Hotels in Downtown Chicago
- Romantic Hotels in Downtown Chicago
- Hotels with indoor pool in Hillside
- Pet friendly Hotels in Hillside
- Hotels near House of Blues Chicago
- Gay friendly Hotels in Hyde Park
- Hilton Hotels in Hyde Park
- Hotels with Gyms in Hyde Park
- Aparthotels in Indiana Station
- Kenwood Hotels
- B&B in LaSalle Street Station
- Little Italy Hotels
- Hotels near Lollapalooza
- Boutique Hotels in Magnificent Mile
- Hotels with smoking rooms in Magnificent Mile
- Magnificent Mile Hotels
- Hotels near McCormick Place
- Hotels near Michigan Avenue
- Hotels near Millennium Park
- Near West Side Hotels
- Hotels near Obama's House
- Hostels in Quincy Metro Station
- Gay friendly Hotels in Sleepy Hollow
- Beach Resorts in South Loop
- Boutique Hotels in The Loop
- Gay friendly Hotels in The Loop
- Hotels near University of Chicago
- Hotels with Gyms in West Loop
- Woodlawn Hotels
- Flights to Chicago
- Flights from Ann Arbor (ARB) to Chicago (MDW)
- Flights from Seattle (BFI) to Chicago (MDW)
- Flights from Dubai (DXB) to Chicago (MDW)
- Flights from Galesburg (GBG) to Chicago (MDW)
- Flights from Horsham (HSM) to Chicago (MDW)
- Flights from Iowa City (IOW) to Chicago (MDW)
- Flights from Joplin (JLN) to Chicago (MDW)
- Flights from Kuala Lumpur (KUL) to Chicago (ORD)
- Flights from Majuro (MAJ) to Chicago (MDW)
- Flights from Orlando (MCO) to Chicago (MDW)
- Flights from Portland (PDX) to Chicago (MDW)
- Flights from Louisville (SDF) to Chicago (MDW)
- Flights from Montreal (YUL) to Chicago (MDW)
- 360 CHICAGO
- Abbott Park
- Buckingham Fountain
- Burnham Park
- Visit Canaryville
- Visit Little Village
- Visit South Loop
- Visit The Loop
- Chicago Holidays
- Cloud Gate
- Design Museum of Chicago
- Elijah Muhammad House
- Grace Abbott Homes Holidays
- Beach Holiday Packages Far Southwest Side
- Magnificent Mile Holidays
- Millennium Park
- Monadnock Building
- Robie House
- Seneca Park
- Water Tower Place