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

Search Business Hotels in South Side

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Check availability on South Side Business Hotels

Tonight
10 Sept - 11 Sept
Tomorrow
11 Sept - 12 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 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 multi-story building with a prominent central tower, large windows, and a pedestrian walkway.
A restaurant with a bar area, seating, and a television screen displaying a sports event.
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
£216
includes taxes & fees
23 Sept - 24 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.
A spacious living area with a modern chandelier, comfortable seating, and a fireplace.
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 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
Latricia
£264
includes taxes & fees
12 Sept - 13 Sept
Sophy Hyde Park
A modern living room with a sofa, two blue chairs, a round coffee table, and a unique ceiling 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.
A modern kitchen with built-in appliances, wooden cabinets, and a variety of food items on shelves.

3. SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown
Chinatown
United States
Laura
£212
includes taxes & fees
21 Sept - 22 Sept
SpringHill Suites by Marriott Chicago Chinatown
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.

4. Chicago Marriott Midway

Chicago Marriott Midway
Bedford Park
United States
Patricia
£179
includes taxes & fees
4 Oct - 5 Oct
Chicago Marriott Midway
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.
A modern lobby with a vending machine, a statue, and an exit sign.

5. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
West Lawn
United States
Fabian
£139
includes taxes & fees
27 Sept - 28 Sept
Holiday Inn Chicago – Midway Airport S by IHG
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.

6. Carlton Inn Midway

Carlton Inn Midway
Archer Heights
United States
Icaro
£91
includes taxes & fees
13 Sept - 14 Sept
Carlton Inn Midway
A hotel room with a bed, a desk, a chair, a TV, and a colorful rug.
A hotel entrance with a glass door, a number 6500 sign above, and two signs indicating courtesy shuttle pick-up only.
A conference room with a long table, yellow chairs, and water bottles.
A coffee station with two coffee machines, a coffee press, and various coffee pods and cups.

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

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Bedford Park
United States
Judy
£163
includes taxes & fees
27 Sept - 28 Sept
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 hotel room with a large bed, two bedside tables with lamps, a leather armchair, a sofa, and a small table.
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.

8. Best Western Inn & Suites - Midway Airport

Best Western Inn & Suites - Midway Airport
Burbank
United States
David L
£122
includes taxes & fees
21 Sept - 22 Sept
Best Western Inn & Suites - Midway Airport
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
£81
includes taxes & fees
14 Sept - 15 Sept
Saratoga Motel By Capital O Near Midway Airport Chicago IL
A living room with a blue sectional sofa, a glass coffee table, and yellow curtains.
A bedroom with a bed, a dresser, a mirror, and a wall with 'Blessed' decorations.
A compact living space with a dining area featuring a glass table and red chairs, a kitchenette with a red refrigerator, and a small kitchen counter.
A vanity with a mirror, lights, and a vase of flowers.

10. Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax

Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax
Calumet Park
United States
Alisa G.
£199
includes taxes & fees
29 Sept - 30 Sept
Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax
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Top South Side Hotel Reviews

Jaslin Hotel

Jaslin Hotel

8/10 Good
"Great stay and staff the amenities were a little lackluster but it was good"
Ahura 1-night trip
Posted 4 hours ago
Jaslin Hotel
Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

10/10 Excellent
"clean room and friendly staff"
John 2-night trip
Posted 5 hours ago
Chicago Lake Shore Hotel
Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

10/10 Excellent
"Excellent room with great customer service from staff. Parking lot in basement is really helpful and would highly recommend paying the extra fee for it."
Gary 1-night trip
Posted 9 hours ago
Hyatt Place Chicago-South/University Medical Center
Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

8/10 Good
"Overall good property if you don’t mind the noise when sleeping. Location is very close to street."
Celia 3-night trip
Posted 10 hours ago
Holiday Inn Chicago – Midway Airport S by IHG
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

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

10/10 Excellent
"Nice staff……………………………:……."
Sherrye 1-night trip
Posted 1 day ago
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

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