Photo by Richard Remington

Find Business Hotels in South Side, IL

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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on South Side Business Hotels

Tonight
Dec 3 - Dec 4
Tomorrow
Dec 4 - Dec 5
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Top South Side Business Hotels

Reception
Swissotel - Chicago

Swissotel - Chicago

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2986)
"Great stay"
Canada
Lorrington Ashford
The price is NT$2,292
NT$3,612 total
includes taxes & fees
Jan 2 - 2026/1/3
Swissotel - Chicago
Ballroom
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2125)
"Loved and enjoyed our stay"
United States
Luis
The price is NT$3,218
NT$4,563 total
includes taxes & fees
Dec 28 - Dec 29
Palmer House a Hilton Hotel
Exterior
Hilton Chicago

Hilton Chicago

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2334)
"We had a great stay and will be back again."
United States
Amber
The price is NT$3,321
NT$4,820 total
includes taxes & fees
Dec 20 - Dec 21
Hilton Chicago
View from property
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, (1015)
"Great stay"
United States
Nikhil
The price is NT$3,994
NT$4,688 total
includes taxes & fees
Dec 7 - Dec 8
Hyatt Place Chicago-South/University Medical Center
Free daily buffet breakfast
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, (1209)
"Will definitely stay there again ."
United States
Jose Remedios
The price is NT$3,868
NT$4,544 total
includes taxes & fees
Dec 8 - Dec 9
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Lobby
SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown

3.5 star property
Chinatown
9.6 out of 10, Exceptional, (1008)
"Clean, good staff"
Canada
Veronique E
The price is NT$3,710
NT$4,355 total
includes taxes & fees
Dec 22 - Dec 23
SpringHill Suites by Marriott Chicago Chinatown
Exterior
Chicago Marriott Midway

Chicago Marriott Midway

3.5 star property
Bedford Park
8.4 out of 10, Very Good, (909)
"The property was excellent the rooms fantastic and the staff were equally wonderful and helpful. "
United States
Leilani
The price is NT$4,549
NT$5,345 total
includes taxes & fees
Dec 14 - Dec 15
Chicago Marriott Midway
View from room
Sophy Hyde Park

Sophy Hyde Park

4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (1000)
"Room and location were great"
United States
Latasha
The price is NT$6,471
NT$8,444 total
includes taxes & fees
Dec 4 - Dec 5
Sophy Hyde Park
Coffee and/or coffee maker
Carlton Inn Midway

Carlton Inn Midway

2.0 star property
Archer Heights
6.4 out of 10, (1001)
"Very friendly! With airport shuttle!"
United States
Guochong
The price is NT$2,176
NT$2,554 total
includes taxes & fees
Jan 1 - 2026/1/2
Carlton Inn Midway
Reception
Best Western Inn & Suites - Midway Airport

Best Western Inn & Suites - Midway Airport

2.5 star property
Burbank
6.6 out of 10, (1010)
"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 NT$3,288
NT$3,649 total
includes taxes & fees
Dec 9 - Dec 10
Best Western Inn & Suites - Midway Airport
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

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

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

10/10 Excellent
"The need to stay in Chicago overnight was unplanned so finding the room clean and looking comfortable right away made my stress level come down"
Mary 1-night trip
Posted 5 days ago
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Explore a world of travel with Expedia