TOP Business Hotels in South Side, IL for 2026

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

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Our top choices for South Side business-friendly hotels

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

A breakfast buffet with a bakery section and a display for how the food is prepared.

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.

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

Bedford Park

Roberto

£118

includes taxes & fees

20 Nov - 21 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 modern multi-story building with a prominent central tower, large windows, and a pedestrian walkway.

2. Hyatt Place Chicago-South/University Medical Center

Hyde Park

Kelley

£161

includes taxes & fees

16 Nov - 17 Nov

A modern hotel room with large windows, a sofa, chairs, a dining table, and a coffee table.

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.

An outdoor seating area with sofas, chairs, and tables, surrounded by trees and string lights.

3. Sophy Hyde Park

Hyde Park

Mary Kay

£235

includes taxes & fees

16 Nov - 17 Nov

A modern bar area with a curved counter, multiple stools, and pendant lighting.

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 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

West Lawn

Laura

£126

includes taxes & fees

25 Oct - 26 Oct

A modern living room with a sofa, two blue chairs, a round coffee table, and a unique ceiling design.

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.

A modern hotel room with a bed, a sofa, a desk, and artwork on the walls.

5. SpringHill Suites by Marriott Chicago Chinatown

Chinatown

Cayci

£159

includes taxes & fees

1 Nov - 2 Nov

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 spacious lobby with a modern design, featuring a large sofa, multiple chairs, a coffee table, and a mural of an airplane.

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

6. Best Western Inn & Suites - Midway Airport

Burbank

David L

£94

includes taxes & fees

1 Nov - 2 Nov

A bar area with a black marble countertop, wicker bar stools, and a variety of bottles and glasses on shelves.

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.

7. Chicago Marriott Midway

Bedford Park

Carolyn

£149

includes taxes & fees

15 Nov - 16 Nov

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

A hotel room with a large bed, a desk, a chair, a nightstand, a lamp, and a mirror.

8. Chicago Lake Shore Hotel

Kenwood

Nicole

£131

includes taxes & fees

1 Nov - 2 Nov

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Top South Side Hotel Reviews

Jaslin Hotel

8/10 Good

"This hotel has a great location across from the Chicago Chinatown square area. The hotel was clean and staff were professional. The room was clean and quiet. I didn’t notice many amenities but there was an ice machine by the elevators along with a snack and drink vending machine. Room had a coffee machine. The main lobby has an area with tables to sit and eat. There’s a microwave there, otherwise it was a bit plain and outdated. The rest of the hotel was decorated nicely and has an Asian vibe. It is quite the gem for this area. The main drawback for this hotel is that there is no parking. You can park at the public Chinatown lot and walk over about 5-8mins down the street. It is close and a direct walk, but may be inconvenient if you have a lot of luggage and things to carry. You do have to pay to park there. The lot seems a bit sketchy as it is not managed by a person but rather you park, scan a QR code and pay online. There are some security cameras and we didn’t have any issues. Best to arrive and park during the daytime if you can. I would highly recommend this hotel for its location, price and cleanliness."

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."

Chicago Marriott Midway

10/10 Excellent

"Except there’s a person in the room we’re checked in (guy stated that he was let it By someone so he can take a shower). We were given another room, everything was perfect"

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

10/10 Excellent

"The staff was amazing and the room was always extra clean. We had the best day and will be back for more in the future guaranteed. Thank you so much for the wonderful experience."

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Check availability on South Side Business Hotels

Our top choices for South Side business-friendly hotels

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