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

Business Hotels & Resorts in South Side from AU$157

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Check availability on South Side Business Hotels

Tonight
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for South Side business-friendly hotels

A modern living room with a sofa, two blue chairs, a round coffee table, and a unique ceiling design.
A modern hotel room with a bed, a sofa, a desk, and artwork on the walls.
A modern restaurant with a bar area, multiple seating options, and a contemporary design.
A modern kitchen with built-in appliances, wooden cabinets, and a variety of food items on shelves.

1. SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown
Chinatown
United States
Cayci
AU$290
includes taxes & fees
31 Oct - 1 Nov
SpringHill Suites by Marriott Chicago Chinatown
A hotel room with a bed, a desk, a chair, a TV, and a colorful rug.
A hotel room with a blue sofa, a small table, a TV, a desk with a chair, and a large window.
A hotel reception desk with a modern design, including a digital display and a sign indicating it is a non-smoking property.
A coffee station with two espresso machines, a coffee grinder, and various coffee-related items.

2. Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Bedford Park
United States
Roberto
AU$243
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
An outdoor café with tables and chairs, a red umbrella, and a flower-lined walkway.
A modern lounge area with a fireplace, comfortable seating, and a large window.
A hotel room with a bed, a desk, a chair, a sofa, a coffee table, and a painting on the wall.
A modern multi-story building with a prominent central tower, large windows, and a pedestrian walkway.

3. Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center
Hyde Park
United States
Gladys
AU$304
includes taxes & fees
1 Nov - 2 Nov
Hyatt Place Chicago-South/University Medical Center
A modern bar area with a bar counter, seating, and large windows offering a view of the street.
A hotel room with a bed, a seating area with a table and a plant, a window with a city view, and a radiator.
A modern lobby with a vending machine, a statue, and an exit sign.
A reception desk with a mosaic wall, a digital display, and a sign indicating amenities like restrooms and a meeting room.

4. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
West Lawn
United States
Paulina
AU$235
includes taxes & fees
3 Nov - 4 Nov
Holiday Inn Chicago – Midway Airport S by IHG
Lobby
A hotel room with two beds, a desk, and a chair.
A modern living room with two grey armchairs, a round coffee table, and a large potted plant.
A bar area with a black marble countertop, wicker bar stools, and a variety of bottles and glasses on shelves.

5. Chicago Marriott Midway

Chicago Marriott Midway
Bedford Park
United States
Carolyn
AU$302
includes taxes & fees
26 Oct - 27 Oct
Chicago Marriott Midway
A hotel lobby with a reception desk, seating area, and a cityscape mural on the ceiling.
A Best Western hotel with a brick facade, multiple windows, and a covered parking area.
A hotel room with a large bed, two bedside tables with lamps, a leather armchair, a sofa, and a small table.
A spacious lobby with a modern design, featuring a large sofa, multiple chairs, a coffee table, and a mural of an airplane.

6. Best Western Inn & Suites - Midway Airport

Best Western Inn & Suites - Midway Airport
Burbank
United States
David L
AU$181
includes taxes & fees
1 Nov - 2 Nov
Best Western Inn & Suites - Midway Airport
A modern hotel room with large windows, a sofa, chairs, a dining table, and a coffee table.
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.
A multi-story hotel with a modern design, featuring a prominent entrance with a marquee and outdoor seating area.

7. Sophy Hyde Park

Sophy Hyde Park
Hyde Park
United States
amy
AU$450
includes taxes & fees
2 Nov - 3 Nov
Sophy Hyde Park
A hotel room with two beds, a desk, a chair, a dresser, and a bathroom visible through an open door.
A breakfast bar with coffee makers, a toaster, and a variety of pastries.
A modern living room with a flat-screen TV mounted above a fireplace, flanked by two potted plants.
A reception area with a wooden reception desk, a sofa, and a coffee table.

8. Carlton Inn Midway

Carlton Inn Midway
Archer Heights
United States
Icaro
AU$176
includes taxes & fees
7 Oct - 8 Oct
Carlton Inn Midway
A hotel room with a bed, a desk, a chair, a lamp, and a window with curtains.
Fitness facility
A reception desk with various notices and a security camera.
A room with a microwave on a counter, a door with a 'No Smoking' sign, and a window with a view of cars and trees.

9. Saratoga Motel By Capital O Near Midway Airport Chicago IL

Saratoga Motel By Capital O Near Midway Airport Chicago IL
Ashburn
United States
Aniya
AU$157
includes taxes & fees
8 Oct - 9 Oct
Saratoga Motel By Capital O Near Midway Airport Chicago IL
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."
A residential street with a sidewalk, houses, and greenery.
A dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.
A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.

10. Carleton of Oak Park

Carleton of Oak Park
Oak Park
United States
Brad
AU$195
includes taxes & fees
21 Oct - 22 Oct
Carleton of Oak Park
View all properties

Top South Side Hotel Reviews

Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

8/10 Good
"Housekeeping did a great job. Mild difficulty at front desk, they were supposed to text when the room was ready but didn't, but otherwise an excellent experience. I'd go there again."
Jean 2-night trip
Posted 3 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

10/10 Excellent
"clean room."
Francis 1-night trip
Posted 4 hours ago
Holiday Inn Chicago – Midway Airport S by IHG
Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

10/10 Excellent
"Definitely a motel vibe, no elevator. Nice staff and clean rooms."
William 1-night trip
Posted 1 day ago
Chicago Lake Shore Hotel
Chinatown Hotel Chicago

Chinatown Hotel Chicago

10/10 Excellent
"Great place for a peace of mind beautiful area everything you can think is in walking distance"
Adrian 2-night trip
Posted 1 day ago
Chinatown Hotel Chicago
Chicago Marriott Midway

Chicago Marriott Midway

8/10 Good
"The hotel is clean and safe. I was disappointed that they only had 5 handicapped parking spaces and the parking lot was so full. It was difficult for me to have to park in the back of the parking lot and all of the handicapped parking spaces was full."
Anna 1-night trip
Posted 2 days ago
Chicago Marriott Midway

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