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

Luxury Hotels & Resorts in South Side from AU$150

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Check availability on South Side Luxury Hotels

Tonight
22 Oct - 23 Oct
Tomorrow
23 Oct - 24 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

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.
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.
A spacious living area with a modern chandelier, comfortable seating, and a fireplace.
An outdoor seating area with sofas, chairs, and tables, surrounded by trees and string lights.

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.
AU$394
includes taxes & fees
22 Nov - 23 Nov
Sophy Hyde Park
A modern hotel room with a large window offering a view of the sea and a cityscape. There is a seating area with a sofa and a small table.
A modern bar area with high stools, a bar counter, and shelves of liquor bottles.
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.
A hotel room with two beds, a desk, a chair, a large window with a view, and a modern wall design.

2. The Wade

The Wade
Downtown Chicago
  • Luxurious lakeside retreat in city centre Chicago offers pillowtop beds, designer toiletries, and stunning views near Michigan Avenue.
AU$215
includes taxes & fees
22 Nov - 23 Nov
The Wade
The Intercontinental hotel facade with a large American flag and a floral display.
A bar area with a high bar counter, multiple stools, and a seating area with booths and tables.
A person sitting by a window with a cityscape view.
A person lying on a bed with a bottle of champagne, surrounded by food and a magazine.

3. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
  • Elegant city centre sanctuary boasts historic charm, luxury spa treatments, and a stunning indoor pool.
AU$360
includes taxes & fees
22 Nov - 23 Nov
InterContinental Chicago Magnificent Mile by IHG
A modern indoor pool area with clear glass walls, lounge chairs, and a view of city buildings.
A rooftop lounge with green cushioned seating, a small round table, and a view of city buildings.
A hotel lobby with a large Christmas tree, a sofa with red and white pillows, a glass coffee table, and a large window with a view of the street.
A modern restaurant interior with a green wall, hanging lights, and a long dining area.

4. Hotel 505 River North

Hotel 505 River North
Downtown Chicago
  • Luxury boutique indulgence meets Chicago vibrancy at this River North hotel with indoor pool and restaurant.
AU$269
includes taxes & fees
22 Nov - 23 Nov
Hotel 505 River North
A spacious lobby with a large window, a central floral arrangement, and modern seating.
A spacious indoor area with a high ceiling, large windows, and a central seating area with sofas and tables.
A modern lounge with a fireplace, comfortable seating, and large windows offering city views.
A rooftop bar with seating areas, large windows, and a city view.

5. theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel
Downtown Chicago
  • Luxuriate in city centre Chicago at this full-service spa hotel steps from Michigan Avenue and the Riverwalk.
AU$299
includes taxes & fees
22 Nov - 23 Nov
theWit Chicago, a Hilton Hotel
A modern reception area with a marble reception desk, a sofa, armchairs, and a coffee table.
A historic building with large windows and a marquee sign for a hotel.
A luxurious hotel lobby with marble columns, a polished floor, and ornate chandeliers.
A grand hotel lobby with a high ceiling, a large chandelier, and a staircase leading to an upper floor.

6. JW Marriott Chicago

JW Marriott Chicago
Downtown Chicago
  • Spa indulgence awaits in city centre Chicago where luxurious treatments and premium dining create memorable moments.
AU$394
includes taxes & fees
22 Nov - 23 Nov
JW Marriott Chicago
A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.
A room with a bed, a window with curtains, a small table with a vase of flowers, and a chair.
A bar area with a long counter, multiple shelves of bottles, and four bar stools.
A modern restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.

7. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
AU$228
includes taxes & fees
22 Nov - 23 Nov
L7 Chicago by LOTTE
A modern bar area with a marble countertop, leather bar stools, a chandelier, and a wall-mounted TV.
A hotel lobby with a curved floor design, a glass entrance, and a large mural on the wall.
A hotel room with a large bed, a desk with a lamp, a TV, and a bathroom visible through an open door.
A modern lobby with a sofa, armchairs, and a table. A large window offers a view of the street.

8. Ivy Boutique Hotel

Ivy Boutique Hotel
Downtown Chicago
  • City centre Chicago luxury with pillowtop beds, designer bathrooms, and sophisticated ambiance just steps from Millennium Park.
AU$213
includes taxes & fees
22 Nov - 23 Nov
Ivy Boutique Hotel
A cityscape with tall buildings, a busy street, and a Water Tower Place sign.
A modern lobby with a curved staircase, comfortable seating, and decorative lamps.
A hotel room with two beds, a desk, a chair, a TV, and a large window with a city view.
A modern hotel lobby with a central reception desk, a curved staircase, and a view of the street through large windows.

9. The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago
Downtown Chicago
  • Indulgent spa retreats and upscale comforts define this luxury Michigan Avenue hotel.
AU$295
includes taxes & fees
22 Nov - 23 Nov
The Westin Michigan Avenue Chicago
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.
A hotel room with a large bed, a desk, a chair, and a wardrobe.
A modern room with a view of a river and high-rise buildings.
A modern living room with a sofa, coffee table, and ottoman, a fireplace, and a large window with a city view.

10. 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.
AU$286
includes taxes & fees
22 Nov - 23 Nov
LondonHouse Chicago, Curio Collection by Hilton
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Top South Side Hotel Reviews

Carlton Inn Midway

Carlton Inn Midway

10/10 Excellent
"Clean room air conditioning staff"
Samy 1-night trip
Posted 6 hours ago
Carlton Inn Midway
Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

10/10 Excellent
"Very clean and the staff were great."
Craig 1-night trip
Posted 19 hours ago
Hyatt Place Chicago-South/University Medical Center
Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

8/10 Good
"I had several towels the had stains on them. Staff wasn’t always pleasant."
Lucretia 5-night trip
Posted 2 days ago
Holiday Inn Chicago – Midway Airport S by IHG

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