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 NZ$162

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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 kitchen with built-in appliances, wooden cabinets, and a variety of food items on shelves.
A modern restaurant with a bar area, multiple seating options, and a contemporary design.

1. SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown
Chinatown
United States
Cayci
NZ$361
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 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.
A Holiday Inn Express & Suites hotel with a modern facade, multiple parking spaces, and a well-lit entrance.

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
NZ$302
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 restaurant with a bar area, seating, and a television screen displaying a sports event.
A modern lounge area with a fireplace, comfortable seating, and a large window.
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
NZ$378
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 modern bar area with a curved counter, multiple stools, and pendant lighting. A menu board is visible on the wall, and a coffee machine is on the counter.
A modern lobby with a vending machine, a statue, and an exit sign.
A hotel room with a bed, a seating area with a table and a plant, a window with a city view, and a radiator.

4. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
West Lawn
United States
Paulina
NZ$292
includes taxes & fees
3 Nov - 4 Nov
Holiday Inn Chicago – Midway Airport S by IHG
A hotel lobby with a reception desk, seating area, and a cityscape mural on the ceiling.
A hotel room with a large bed, two bedside tables with lamps, a leather armchair, a sofa, and a small table.
A spacious hotel lobby with seating areas, a reception desk, and a large window offering a view.
A spacious lobby with a modern design, featuring a large sofa, multiple chairs, a coffee table, and a mural of an airplane.

5. Best Western Inn & Suites - Midway Airport

Best Western Inn & Suites - Midway Airport
Burbank
United States
David L
NZ$225
includes taxes & fees
1 Nov - 2 Nov
Best Western Inn & Suites - Midway Airport
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 Marriott hotel with a brick facade, a covered entrance, and landscaped areas with trees and shrubs.

6. Chicago Marriott Midway

Chicago Marriott Midway
Bedford Park
United States
Carolyn
NZ$338
includes taxes & fees
2 Nov - 3 Nov
Chicago Marriott Midway
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
NZ$560
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 reception area with a wooden reception desk, a sofa, and a coffee table.
A breakfast bar with coffee makers, a toaster, and a variety of pastries.
A modern living room with a grey sofa, a round coffee table, and a chair. There are framed pictures on the wall and a window providing natural light.

8. Carlton Inn Midway

Carlton Inn Midway
Archer Heights
United States
Icaro
NZ$220
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.
A reception desk with various notices and a security camera.
A motel with a row of parking spaces and a building with a red roof and beige walls.
Fitness facility

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
NZ$162
includes taxes & fees
7 Oct - 8 Oct
Saratoga Motel By Capital O Near Midway Airport Chicago IL
A large, historic building with a central courtyard surrounded by trees.
A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.
A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.
A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.

10. Hilton Chicago

Hilton Chicago
Downtown Chicago
Canada
Anna
NZ$403
includes taxes & fees
30 Oct - 31 Oct
Hilton Chicago
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 1 hour 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 2 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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