A cityscape with a prominent building with a green dome, surrounded by greenery and a body of water.

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Check availability on South Side Luxury Hotels

Tonight
29 Sept - 30 Sept
Tomorrow
30 Sept - 1 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for South Side luxury hotels

A modern hotel room with large windows, a sofa, chairs, a dining table, and a coffee table.
An outdoor seating area with sofas, chairs, and tables, surrounded by trees and string lights.
A multi-story hotel with a modern design, featuring a prominent entrance with a marquee and outdoor seating area.
A bar area with a marble countertop, multiple shelves of bottles, and a large TV screen. There are several bar stools and a round table with a vase of flowers.

1. Sophy Hyde Park

Sophy Hyde Park
Hyde Park
  • Luxury meets cultural charm in Hyde Park Chicago, where plush bedding and upscale dining create an elegant retreat near lakefront parks.
₹27,299
₹34,864 total
includes taxes & fees
30 Oct - 31 Oct
Sophy Hyde Park
A rooftop terrace with a city skyline view, featuring a mix of modern and classic architecture, and several potted plants.
A modern urban street with high-rise buildings, including a prominent 'The Gwent' and 'Nordstrom' sign.
A modern staircase with glass railings and pendant lighting.
A modern hotel room with a green sofa, two round tables, a city view, and a chandelier.

2. The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Downtown Chicago
  • The Gwen invites travellers to indulge in city centre Chicago luxury with rooftop terrace and Mediterranean dining experiences.
₹46,425
₹58,049 total
includes taxes & fees
30 Oct - 31 Oct
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
A modern indoor space with a glass ceiling, marble flooring, and contemporary furniture.
A spacious lobby with a central seating area, a reception desk, and a large chandelier.
A modern bar area with a central bar, multiple seating options, and a large chandelier.
A modern lobby with a central seating area, large windows, and a decorative ceiling feature.

3. The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
Downtown Chicago
  • City centre Chicago luxury at the Ritz-Carlton offers spa, pool, and Italian steakhouse near Michigan Avenue.
₹47,994
₹57,061 total
includes taxes & fees
25 Oct - 26 Oct
The Ritz-Carlton, Chicago
A modern reception area with a marble reception desk, a sofa, armchairs, and a coffee table.
A grand hotel lobby with a high ceiling, a large chandelier, and a staircase leading to an upper floor.
A luxurious hotel lobby with marble columns, a polished floor, and ornate chandeliers.
A couple in white robes sitting in a bathtub with candles and a bottle of champagne.

4. JW Marriott Chicago

JW Marriott Chicago
Downtown Chicago
  • Spa indulgence awaits in city centre Chicago where luxurious treatments and premium dining create memorable moments.
₹24,381
₹32,411 total
includes taxes & fees
30 Oct - 31 Oct
JW Marriott Chicago
A restaurant with tables and chairs arranged in a corridor, large windows, and hanging lamps.
A dining area with wicker chairs and tables, overlooking a marina with boats and a Ferris wheel.
A modern hotel lobby with a large seating area, a view of the city, and a green accent wall.
A modern hotel entrance with a prominent "STREGIS" sign, large glass windows, and a well-lit facade.

5. The St. Regis Chicago

The St. Regis Chicago
Downtown Chicago
  • City centre Chicago's newest luxury icon offers indulgent spa treatments, fine dining, and poolside relaxation steps from Millennium Park.
₹60,089
₹71,440 total
includes taxes & fees
29 Oct - 30 Oct
The St. Regis Chicago
A person sitting by a window with a view of a cityscape, including a tall tower.
An indoor swimming pool with a skylight, a lifeguard chair, and a potted plant.
A modern bar area with a central bar and multiple stools, surrounded by a high ceiling with a decorative light fixture.
A group of people on a boat with a city skyline in the background.

6. Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
Downtown Chicago
  • Indulge in sophisticated luxury at this five-star Chicago retreat with a full-service spa, heated indoor pool, and newly renovated spaces.
₹57,113
₹67,902 total
includes taxes & fees
30 Oct - 31 Oct
Four Seasons Hotel Chicago
A couple dining at a table with a view of a cityscape and a sunset.
A modern living room with a sofa, chairs, a coffee table, and a TV. A large window offers a view of a cityscape and a tower.
A woman sitting by a window with a city view, holding a cup and saucer.
A rooftop terrace with a dining table, chairs, and a view of the cityscape, including the Water Tower Place building.

7. Park Hyatt Chicago

Park Hyatt Chicago
Downtown Chicago
  • Indulge in sophisticated luxury at this Art Deco hotel featuring a full-service spa, indoor pool, and al fresco dining in City centre Chicago.
₹55,894
₹66,453 total
includes taxes & fees
30 Oct - 31 Oct
Park Hyatt Chicago
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.
A modern room with a view of a river and high-rise buildings.
A modern hotel room with a large bed, a desk, a sofa, and a view of the city.
A modern living room with a sofa, coffee table, and ottoman, a fireplace, and a large window with a city view.

8. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
  • Unwind in city centre Chicago's LondonHouse with rejuvenating spa treatments and riverfront luxury.
₹24,314
₹31,762 total
includes taxes & fees
25 Oct - 26 Oct
LondonHouse Chicago, Curio Collection by Hilton
A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.
A modern indoor pool area with large windows, potted palm plants, and lounge chairs.
A rooftop bar with seating and a view of the city skyline at night.
A spacious hotel lobby with multiple seating areas, a grand staircase, and large windows offering views of the city.

9. The Peninsula Chicago

The Peninsula Chicago
Downtown Chicago
  • Unwind in Chicago's premier luxury hotel with a full-service spa, indoor pool, and 2 exquisite restaurants in a prime location.
₹64,792
₹77,032 total
includes taxes & fees
30 Sept - 1 Oct
The Peninsula Chicago
A modern hotel lobby with a reception desk, seating area, and large windows offering city views.
A modern hotel room with a large window offering a city view, three armchairs arranged around a central coffee table, and a decorative hanging plant.
A modern dining area with round tables, comfortable chairs, and a dessert display.
A swimming pool with a ceiling of lights, large windows, and potted plants.

10. The Langham, Chicago

The Langham, Chicago
Downtown Chicago
  • Indulge in refined riverside luxury at this Chicago hotel with deep-soaking tubs, a seven-treatment-room spa, and exceptional service.
₹56,441
₹67,103 total
includes taxes & fees
30 Oct - 31 Oct
The Langham, Chicago
View all properties

Top South Side Hotel Reviews

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

8/10 Good
"Good"
josefina 1-night trip
Posted 2 hours ago
Holiday Inn Chicago – Midway Airport S by IHG
Carlton Inn Midway

Carlton Inn Midway

10/10 Excellent
"The room was lovely and clean, breakfast was good, staff was very pleasant"
Elaine 2-night trip
Posted 13 hours ago
Carlton Inn Midway
Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

10/10 Excellent
"Good"
Balaji 1-night trip
Posted 1 day ago
Chicago Lake Shore Hotel
Best Western Inn & Suites - Midway Airport

Best Western Inn & Suites - Midway Airport

10/10 Excellent
"Rooms very clean. Staff very friendly and helpful… will definitely stay here again"
susan 1-night trip
Posted 7 days ago
Best Western Inn & Suites - Midway Airport

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