Business Hotels & Resorts in South Side from AU$143

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on South Side Business Hotels

Our top choices for South Side business-friendly hotels

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, (1002)
"Great stay"
United States
Nikhil
The price is AU$238
includes taxes & fees
20 Dec - 21 Dec
Hyatt Place Chicago-South/University Medical Center

SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown
3.5 star property
Chinatown
9.6 out of 10, Exceptional, (1001)
"Clean, good staff"
Canada
Veronique E
The price is AU$198
includes taxes & fees
1 Jan - 2 Jan 2026
SpringHill Suites by Marriott Chicago Chinatown

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
8.8 out of 10, Excellent, (1234)
"Will definitely stay there again ."
United States
Jose Remedios
The price is AU$198
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Chicago Marriott Midway

Chicago Marriott Midway
3.5 star property
Bedford Park
8.4 out of 10, Very good, (911)
"The property was excellent the rooms fantastic and the staff were equally wonderful and helpful. "
United States
Leilani
The price is AU$242
includes taxes & fees
18 Dec - 19 Dec
Chicago Marriott Midway

Sophy Hyde Park

Sophy Hyde Park
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (1001)
"Great staff, location and ambience."
United States
Jaison
The price is AU$335
includes taxes & fees
22 Dec - 23 Dec
Sophy Hyde Park

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
2.5 star property
West Lawn
8.4 out of 10, Very good, (1000)
"Great stay"
United States
Maria
The price is AU$202
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Chicago – Midway Airport S by IHG

Carlton Inn Midway

Carlton Inn Midway
2.0 star property
Archer Heights
6.4 out of 10, (1001)
"The room was clean and satisfied our needs. Was handy using their shuttle to Midway Airport."
United States
Charles
The price is AU$175
includes taxes & fees
1 Jan - 2 Jan 2026
Carlton Inn Midway

Best Western Inn & Suites - Midway Airport

Best Western Inn & Suites - Midway Airport
2.5 star property
Burbank
6.6 out of 10, (1000)
"Room was very clean and staff did a great job at upkeeping. Not too far from Midway airport where you can use the CTA to get downtown if needed. "
United States
Markus
The price is AU$160
includes taxes & fees
21 Dec - 22 Dec
Best Western Inn & Suites - Midway Airport

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2259)
"This place was amazing !"
United States
Jayla Danyell
The price is AU$215
includes taxes & fees
13 Jan - 14 Jan 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3483)
"Great place to stay "
United States
RaShawna
The price is AU$143
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Chicago/Magnificent Mile Suites
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.

Top South Side Hotel Reviews

Explore a world of travel with Expedia