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

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Check availability on South Side Business Hotels

Tonight
23 Aug - 24 Aug
Tomorrow
24 Aug - 25 Aug
Next weekend
28 Aug - 30 Aug
In two weeks
4 Sept - 6 Sept

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 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.

1. Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center
Hyde Park
United States
Michelle
₹15,409
₹18,320 total
includes taxes & fees
30 Aug - 31 Aug
Hyatt Place Chicago-South/University Medical Center
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.
A multi-story hotel with a modern design, featuring a prominent entrance with a marquee and outdoor seating area.
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.

2. Sophy Hyde Park

Sophy Hyde Park
Hyde Park
United States
Anna
₹25,222
₹32,418 total
includes taxes & fees
24 Aug - 25 Aug
Sophy Hyde Park
A modern living room with a sofa, two blue chairs, a round coffee table, and a unique ceiling design.
A modern lobby with a sofa, a coffee table, and a large digital art display.
A modern restaurant with a bar area, multiple seating options, and a contemporary design.
A modern hotel room with a bed, a sofa, a desk, and artwork on the walls.

3. SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown
Chinatown
United States
Brianna
₹15,419
₹18,332 total
includes taxes & fees
30 Aug - 31 Aug
SpringHill Suites by Marriott Chicago Chinatown
A modern bar area with a bar counter, seating, and large windows offering a view of the street.
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.
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.

4. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
West Lawn
United States
Diane
₹10,911
₹13,765 total
includes taxes & fees
8 Sept - 9 Sept
Holiday Inn Chicago – Midway Airport S by IHG
A modern interior with a spiral staircase, green seating area, and large windows.
A hotel reception desk with a modern design, including a digital display and a sign for Holiday Inn Express & Suites.
A hotel reception area with a modern design, including a reception desk, a seating area with tables and chairs, and a view of the lobby.
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

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Bedford Park
United States
Darryl
₹16,558
₹19,453 total
includes taxes & fees
30 Aug - 31 Aug
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
A Marriott hotel with a brick facade, a covered entrance, and landscaped areas with trees and shrubs.
A bar area with a black marble countertop, wicker bar stools, and a variety of bottles and glasses on shelves.
A hotel room with two beds, a desk, and a chair.

6. Chicago Marriott Midway

Chicago Marriott Midway
Bedford Park
United States
Don
₹17,132
₹20,127 total
includes taxes & fees
30 Aug - 31 Aug
Chicago Marriott Midway
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 Best Western hotel with a brick facade, multiple windows, and a covered parking area.
A spacious hotel lobby with seating areas, a reception desk, and a large window offering a view.

7. Best Western Inn & Suites - Midway Airport

Best Western Inn & Suites - Midway Airport
Burbank
United States
Arlene
₹11,707
₹12,993 total
includes taxes & fees
30 Aug - 31 Aug
Best Western Inn & Suites - Midway Airport
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 reception area with a wooden reception desk, a sofa, and a coffee table.
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
Kevin
₹10,023
₹11,766 total
includes taxes & fees
24 Aug - 25 Aug
Carlton Inn Midway
A hotel room with a bed, a desk, a chair, a lamp, and a window with curtains.
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.
A motel with a row of parking spaces and a building with a red roof and beige walls.

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

Saratoga Motel By Capital O Near Midway Airport Chicago IL
Ashburn
United States
Roseanne
₹8,231
₹10,486 total
includes taxes & fees
24 Aug - 25 Aug
Saratoga Motel By Capital O Near Midway Airport Chicago IL
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Top South Side Hotel Reviews

Best Western Inn & Suites - Midway Airport

Best Western Inn & Suites - Midway Airport

10/10 Excellent
"It was one of the cleanest and most attractive hotel rooms I've ever stayed in. The price was reasonable at $199 (1 night), and it was close to Chicago Midway Airport (about 12 minutes with traffic). The staff was very friendly and helpful, and the included breakfast was the best and most elegant I've seen at any hotel that offers breakfast (even better than the à la carte breakfast). The building was undergoing maintenance with some renovations in progress, but it was still clean, well-lit, and had excellent rooms. The staff was well-dressed and conducted themselves properly. The only "bad" thing I have to say about this hotel is that the iron didn't work. Air conditioning works properly, had a big TV in room."
Jeannette 1-night trip
Posted 15 hours ago
Best Western Inn & Suites - Midway Airport
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."
Peggy 1-night trip
Posted 17 hours ago
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
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."
Ronda 2-night trip
Posted 2 days ago
Hyatt Place Chicago-South/University Medical Center
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."
Omar 1-night trip
Posted 4 days ago
Carlton Inn Midway

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