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

Find South Side Business Hotels from S$139

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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 cafรฉ with tables and chairs, a red umbrella, and a flower-lined walkway.
A modern multi-story building with a prominent central tower, large windows, and a pedestrian 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.

1. Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center
Hyde Park
United States
Michelle
S$243
includes taxes & fees
31 Aug - 1 Sept
Hyatt Place Chicago-South/University Medical Center
A modern hotel room with large windows, a sofa, chairs, a dining table, and a coffee table.
An outdoor seating area with sofas, chairs, and tables, surrounded by trees and string lights.
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 spacious living area with a modern chandelier, comfortable seating, and a fireplace.

2. Sophy Hyde Park

Sophy Hyde Park
Hyde Park
United States
Anna
S$434
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 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.
A modern lobby with a sofa, a coffee table, and a large digital art display.

3. SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown
Chinatown
United States
Brianna
S$243
includes taxes & fees
31 Aug - 1 Sept
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 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 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 โ€“ Midway Airport S by IHG

Holiday Inn Chicago โ€“ Midway Airport S by IHG
West Lawn
United States
Diane
S$183
includes taxes & fees
8 Sept - 9 Sept
Holiday Inn Chicago โ€“ Midway Airport S by IHG
A modern interior with a spiral staircase, green seating area, and large windows.
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.
A hotel room with a bed, a desk, a chair, a TV, and a colorful rug.

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
S$258
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 modern living room with two grey armchairs, a round coffee table, and a large potted plant.
A hotel room with two beds, a desk, and a chair.

6. Chicago Marriott Midway

Chicago Marriott Midway
Bedford Park
United States
Don
S$267
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 spacious lobby with a modern design, featuring a large sofa, multiple chairs, a coffee table, and a mural of an airplane.
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

Best Western Inn & Suites - Midway Airport
Burbank
United States
Arlene
S$172
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 reception area with a wooden reception desk, a sofa, and a coffee table.
A modern living room with a flat-screen TV mounted above a fireplace, flanked by two potted plants.
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
S$156
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 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.

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
S$139
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 ร  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 arenโ€™t spotless just some spots they missed but if youโ€™re looking for a decent place to stay it has all the basic things you need fridge, microwave, and tv. Itโ€™s a good decent spot Iโ€™d stay here again."
Omar 1-night trip
Posted 4 days ago
Carlton Inn Midway

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