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
16 Sept - 17 Sept
Tomorrow
17 Sept - 18 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 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 hotel room with a bed, a desk, a chair, a sofa, a coffee table, and a painting on the wall.
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
£233
includes taxes & fees
4 Oct - 5 Oct
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 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.
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
Elaine
£317
includes taxes & fees
3 Oct - 4 Oct
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 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
£222
includes taxes & fees
13 Oct - 14 Oct
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 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.

4. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
West Lawn
United States
Fabian
£140
includes taxes & fees
27 Sept - 28 Sept
Holiday Inn Chicago – Midway Airport S by IHG
A hotel room with a bed, a desk, a chair, a TV, and a colorful rug.
A coffee station with two coffee machines, a coffee press, and various coffee pods and cups.
A conference room with a long table, yellow chairs, and water bottles.
A hotel entrance with a glass door, a number 6500 sign above, and two signs indicating courtesy shuttle pick-up only.

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
Beatrice
£164
includes taxes & fees
27 Sept - 28 Sept
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
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 reception area with a wooden reception desk, a sofa, and a coffee table.
A breakfast bar with coffee makers, a toaster, and a variety of pastries.

6. Carlton Inn Midway

Carlton Inn Midway
Archer Heights
United States
Icaro
£91
includes taxes & fees
21 Sept - 22 Sept
Carlton Inn Midway
A modern living room with two grey armchairs, a round coffee table, and a large potted plant.
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.

7. Chicago Marriott Midway

Chicago Marriott Midway
Bedford Park
United States
Patricia
£199
includes taxes & fees
26 Sept - 27 Sept
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 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.

8. Best Western Inn & Suites - Midway Airport

Best Western Inn & Suites - Midway Airport
Burbank
United States
David L
£115
includes taxes & fees
28 Sept - 29 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 reception desk with various notices and a security camera.
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.

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
21 Sept - 22 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 flat-screen TV mounted on a wall with a fireplace below it.
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.

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.
£195
includes taxes & fees
5 Oct - 6 Oct
Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax
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Top South Side Hotel Reviews

Carlton Inn Midway

Carlton Inn Midway

10/10 Excellent
"Excellent breakfast, best shuttle service, Excellent hospitality."
Amit 1-night trip
Posted 4 hours ago
Carlton Inn Midway
Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

10/10 Excellent
"Breakfast was a great start to the day. The staff was very friendly and helpful. Wish the pool would have been open, but also glad they commit to shutting down at times to take care of it. Great stay."
Bridget 1-night trip
Posted 4 hours ago
Hyatt Place Chicago-South/University Medical Center
Jaslin Hotel

Jaslin Hotel

10/10 Excellent
"Room cleaned and well maintained"
Jonathan 2-night trip
Posted 10 hours ago
Jaslin Hotel
Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

10/10 Excellent
"Na"
Marlon 3-night trip
Posted 12 hours ago
Holiday Inn Chicago – Midway Airport S by IHG
Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

10/10 Excellent
"Great location. Very clean-looks refurbished. The staff is amazing-very helpful & they try to help you have a good experience!"
Theodore 3-night trip
Posted 1 day ago
Chicago Lake Shore Hotel

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