South Side Business Hotels, Chicago: South Side Hotel Guide

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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 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.

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

1. SpringHill Suites by Marriott Chicago Chinatown

Chinatown

Cayci

€180

includes taxes & fees

1 Nov - 2 Nov

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

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

2. Hyatt Place Chicago-South/University Medical Center

Hyde Park

Gladys

€189

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a bed, a desk, a chair, a TV, and a colorful rug.

A Holiday Inn Express & Suites hotel with a modern facade, multiple parking spaces, and a well-lit entrance.

A hotel room with a blue sofa, a small table, a TV, a desk with a chair, and a large window.

A coffee station with two espresso machines, a coffee grinder, and various coffee-related items.

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

Bedford Park

Roberto

€151

includes taxes & fees

1 Nov - 2 Nov

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.

4. Best Western Inn & Suites - Midway Airport

Burbank

David L

€112

includes taxes & fees

1 Nov - 2 Nov

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.

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.

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

Ashburn

Aniya

€98

includes taxes & fees

7 Oct - 8 Oct

A row of parked cars along a tree-lined street with multi-story buildings in the background.

6. Chicago Lake Shore Hotel

Kenwood

Princets

€141

includes taxes & fees

1 Nov - 2 Nov

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 grey sofa, a round coffee table, and a chair. There are framed pictures on the wall and a window providing natural light.

A modern living room with a flat-screen TV mounted above a fireplace, flanked by two potted plants.

7. Carlton Inn Midway

Archer Heights

Icaro

€109

includes taxes & fees

7 Oct - 8 Oct

A modern bar area with a bar counter, seating, and large windows offering a view of the street.

A reception desk with a mosaic wall, a digital display, and a sign indicating amenities like restrooms and a meeting room.

A modern lobby with a vending machine, a statue, and an exit sign.

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.

8. Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

Paulina

€140

includes taxes & fees

25 Oct - 26 Oct

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Top South Side Hotel Reviews

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."

Holiday Inn Chicago – Midway Airport S by IHG

10/10 Excellent

"clean room."

Chicago Lake Shore Hotel

10/10 Excellent

"Definitely a motel vibe, no elevator. Nice staff and clean rooms."

Chinatown Hotel Chicago

10/10 Excellent

"Great place for a peace of mind beautiful area everything you can think is in walking distance"

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."

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Change your mind

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Check availability on South Side Business Hotels

Our top choices for South Side business-friendly hotels

1. SpringHill Suites by Marriott Chicago Chinatown

2. Hyatt Place Chicago-South/University Medical Center

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

4. Best Western Inn & Suites - Midway Airport