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
10 Oct - 11 Oct
Tomorrow
11 Oct - 12 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

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 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.

1. Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center
Hyde Park
United States
Gladys
£160
includes taxes & fees
1 Nov - 2 Nov
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 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.
A multi-story hotel with a modern design, featuring a prominent entrance with a marquee and outdoor seating area.

2. Sophy Hyde Park

Sophy Hyde Park
Hyde Park
United States
Mary Kay
£239
includes taxes & fees
31 Oct - 1 Nov
Sophy Hyde Park
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 hotel reception desk with a modern design, including a digital display and a sign indicating it is a non-smoking property.

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

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Bedford Park
United States
Roberto
£123
includes taxes & fees
11 Nov - 12 Nov
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
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.

4. Best Western Inn & Suites - Midway Airport

Best Western Inn & Suites - Midway Airport
Burbank
United States
David L
£95
includes taxes & fees
1 Nov - 2 Nov
Best Western Inn & Suites - Midway Airport
Lobby lounge
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.
A Marriott hotel with a brick facade, a covered entrance, and landscaped areas with trees and shrubs.

5. Chicago Marriott Midway

Chicago Marriott Midway
Bedford Park
United States
Carolyn
£159
includes taxes & fees
26 Oct - 27 Oct
Chicago Marriott Midway
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.

6. SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown
Chinatown
United States
Cayci
£169
includes taxes & fees
1 Nov - 2 Nov
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 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.

7. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
West Lawn
United States
Paulina
£124
includes taxes & fees
8 Nov - 9 Nov
Holiday Inn Chicago – Midway Airport S by IHG
Interior entrance
A hotel room with a large bed, a desk, a chair, a nightstand, a lamp, and a mirror.
Bathroom
Exterior

8. Chicago Lake Shore Hotel

Chicago Lake Shore Hotel
Kenwood
United States
Princets
£141
includes taxes & fees
1 Nov - 2 Nov
Chicago Lake Shore Hotel
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 grey sofa, a round coffee table, and a chair. There are framed pictures on the wall and a window providing natural light.
A breakfast bar with coffee makers, a toaster, and a variety of pastries.
A modern living room with a flat-screen TV mounted above a fireplace, flanked by two potted plants.

9. Carlton Inn Midway

Carlton Inn Midway
Archer Heights
United States
stephen T
£93
includes taxes & fees
13 Oct - 14 Oct
Carlton Inn Midway
A compact kitchen with a gas stove, kettle, and a trash bin.
A kitchen with a white refrigerator, a dining table with chairs, a clock on the wall, and large windows with blinds.
A bathroom with a toilet, sink, mirror, and shower curtain.
A kitchen cabinet with white ceramic bowls, plates, and cups.

10. Homey Hyde Park Studio Near UChicago

Homey Hyde Park Studio Near UChicago
Hyde Park
£179
includes taxes & fees
2 Nov - 3 Nov
Homey Hyde Park Studio Near UChicago
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
"Jill at the desk is the best! She goes above and beyond for guests, so kind and helpful."
Michael 2-night trip
Posted 7 hours ago
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Carlton Inn Midway

Carlton Inn Midway

8/10 Good
"Excellent staff. Very clean outside. Good breakfast. Coffee in office 24/7-which was wonderful. No elevator but only 2 floors."
Jeannie 2-night trip
Posted 1 day ago
Carlton Inn Midway
Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

10/10 Excellent
"Definitely a motel vibe, no elevator. Nice staff and clean rooms."
William 1-night trip
Posted 5 days ago
Chicago Lake Shore Hotel

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