Business Hotels, South Side Chicago | Expedia

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on South Side Business Hotels

Tonight

Aug 22 - Aug 23

Tomorrow

Aug 23 - Aug 24

Next weekend

Aug 28 - Aug 30

In two weeks

Our top choices for South Side business-friendly hotels

An outdoor café with tables and chairs, a red umbrella, and a flower-lined walkway.

A hotel room with a bed, a desk, a chair, a sofa, a coffee table, and a painting on the wall.

A modern lounge area with a fireplace, comfortable seating, and a large window.

A restaurant with a bar area, seating, and a television screen displaying a sports event.

1. Hyatt Place Chicago-South/University Medical Center

Hyde Park

United States

Michelle

P9,936

P11,813 total

includes taxes & fees

Aug 30 - Aug 31

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 lobby with a sofa, a coffee table, and a large digital art display.

2. SpringHill Suites by Marriott Chicago Chinatown

Chinatown

United States

Brianna

P9,933

P11,809 total

includes taxes & fees

Aug 30 - Aug 31

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 multi-story hotel with a modern design, featuring a prominent entrance with a marquee and outdoor seating area.

A spacious living area with a modern chandelier, comfortable seating, and a fireplace.

3. Sophy Hyde Park

Hyde Park

United States

Raymond

P18,257

P23,241 total

includes taxes & fees

Aug 31 - Sep 1

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

West Lawn

United States

Diane

P7,035

P8,876 total

includes taxes & fees

Sep 8 - Sep 9

A modern interior with a spiral staircase, green seating area, and large windows.

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 for Holiday Inn Express & Suites.

A hotel entrance with a glass door, a sign indicating 'Courtesy Shuttle Only', and the number '6500' above the door.

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

Bedford Park

United States

Darryl

P10,800

P12,688 total

includes taxes & fees

Sep 1 - Sep 2

A Marriott hotel with a brick facade, a covered entrance, and landscaped areas with trees and shrubs.

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.

6. Chicago Marriott Midway

Bedford Park

United States

Don

P11,047

P12,978 total

includes taxes & fees

Aug 30 - Aug 31

A hotel lobby with a reception desk, seating area, and a cityscape mural on the ceiling.

A spacious hotel lobby with seating areas, a reception desk, and a large window offering a view.

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.

7. Best Western Inn & Suites - Midway Airport

Burbank

United States

Arlene

P7,549

P8,378 total

includes taxes & fees

Aug 30 - Aug 31

A hotel room with two beds, a desk, a chair, a dresser, and a bathroom visible through an open door.

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.

A breakfast bar with coffee makers, a toaster, and a variety of pastries.

8. Carlton Inn Midway

Archer Heights

United States

Kevin

P6,463

P7,586 total

includes taxes & fees

Aug 23 - Aug 24

View all properties

Top South Side Hotel Reviews

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

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

10/10 Excellent

"It was a clean, fairly priced room to spend the night before catching our flight in the morning."

Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

10/10 Excellent

"The hotel was excellent! It was in a perfect location. You could walk to restaurants and shops. The staff was friendly, helpful and knowledgeable."

Carlton Inn Midway

Carlton Inn Midway

8/10 Good

"The rooms aren’t spotless just some spots they missed but if you’re looking for a decent place to stay it has all the basic things you need fridge, microwave, and tv. It’s a good decent spot I’d stay here again."

Chicago Marriott Midway

Chicago Marriott Midway

10/10 Excellent

"very clean staff was fantastic."

Explore a world of travel with Expedia

Cars