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

Search Business Hotels in South Side

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on South Side Business Hotels

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for South Side business-friendly hotels

An outdoor café with tables and chairs, a red umbrella, and a flower-lined walkway.

1. Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center
3.0 star property
Hyde Park
8.8 out of 10, Excellent, (1,009 reviews)
"Rooms were very clean and breakfast was actually pretty good."
United States
Kelley
The price is £131
includes taxes & fees
24 Nov - 25 Nov
Hyatt Place Chicago-South/University Medical Center
A modern living room with a sofa, two blue chairs, a round coffee table, and a unique ceiling design.

2. SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown
3.5 star property
Chinatown
9.6 out of 10, Exceptional, (1,003 reviews)
"Everything was good, room, staff, even the location is great"
United States
Sckilar
The price is £112
includes taxes & fees
23 Nov - 24 Nov
SpringHill Suites by Marriott Chicago Chinatown
A modern hotel room with large windows, a sofa, chairs, a dining table, and a coffee table.

3. Sophy Hyde Park

Sophy Hyde Park
4.0 star property
Hyde Park
9.4 out of 10, Exceptional, (1,001 reviews)
"Great restaurants and museums within safe walking distance."
United States
Mary Kay
The price is £204
includes taxes & fees
23 Nov - 24 Nov
Sophy Hyde Park
A modern interior with a staircase, green upholstered seating, and artwork on the walls.

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

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
2.5 star property
Bedford Park
9.0 out of 10, Wonderful, (1,376 reviews)
"Enjoyed my stay."
United States
Ambreauna
The price is £112
includes taxes & fees
28 Nov - 29 Nov
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Lobby lounge

5. Chicago Marriott Midway

Chicago Marriott Midway
3.5 star property
Bedford Park
8.4 out of 10, Very good, (1,006 reviews)
"Overall great stay"
United States
Cynitha
The price is £126
includes taxes & fees
3 Nov - 4 Nov
Chicago Marriott Midway
A hotel room with a large bed, a smaller bed, a TV, a dresser, and a lamp.

6. Best Western Inn & Suites - Midway Airport

Best Western Inn & Suites - Midway Airport
3.0 star property
Burbank
7.0 out of 10, Good, (1,004 reviews)
"Perfect setting"
United States
Angel
The price is £94
includes taxes & fees
10 Nov - 11 Nov
Best Western Inn & Suites - Midway Airport
A modern bar area with a curved counter, multiple stools, and pendant lighting.

7. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
2.5 star property
West Lawn
8.2 out of 10, Very good, (1,000 reviews)
"Clean and comfortable rooms."
United States
Laura
The price is £112
includes taxes & fees
22 Nov - 23 Nov
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.

8. Carlton Inn Midway

Carlton Inn Midway
2.0 star property
Archer Heights
5.8 out of 10, (1,002 reviews)
"good location for access to the city"
United States
stephen T
The price is £94
includes taxes & fees
29 Oct - 30 Oct
Carlton Inn Midway
A hotel room with a bed, a desk, a chair, a lamp, and a window with curtains.

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

Saratoga Motel By Capital O Near Midway Airport Chicago IL
2.5 star property
Ashburn
5.6 out of 10, (111 reviews)
"Its a hotel owned and operated by the family rooms smell like pee bathrooms are nasty"
United States
Pedro
The price is £82
includes taxes & fees
3 Nov - 4 Nov
Saratoga Motel By Capital O Near Midway Airport Chicago IL
An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

10. Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,196 reviews)
"Great place to stay at"
United States
Aran
The price is £87
includes taxes & fees
23 Nov - 24 Nov
Hilton Garden Inn Chicago Downtown South Loop
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top South Side Hotel Reviews

Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

8/10 Good
"Our overall experience was good. The staff was courteous and helpful. The room was clean and comfortable, but with one slight problem. The air conditioning/heating vent blew air right onto the bed ... had to turn it off at night. I had anticipated using the indoor pool, but it was drained and closed. I had asked for additional packets of decaf coffee for the in-room coffee maker ... never got them. On our day of departure, we had a 7:15 Uber pickup scheduled and planned for an early breakfast, but the hot breakfast items weren't brought out until after 6:30 ... kind of cutting it close."
Sidney 3-night trip
Posted 1 hour ago
Hyatt Place Chicago-South/University Medical Center

Explore a world of travel with Expedia