Find South Side Business Hotels from S$158

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on South Side Business Hotels

Top Business Hotels in South Side

Our top choices for South Side business-friendly hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2107)
"Great place to stay!"
The price is S$319
includes taxes & fees
1 Sept - 2 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton
Claridge House
Cocktail bar

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1341)
"Great stay highly recommend!! "
Claridge House
The Chicago Hotel Collection Ambassador Gold Coast
Terrace/patio

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very good, (1093)
"Great place to stay, would definitely recommend and stay here again "
The price is S$193
includes taxes & fees
2 Sept - 3 Sept
The Chicago Hotel Collection Ambassador Gold Coast
Hyatt Place Chicago-South/University Medical Center
View from property

Hyatt Place Chicago-South/University Medical Center

3.0 star property
8.8 out of 10, Excellent, (1015)
"The folks were very kind and the location was excellent "
The price is S$255
includes taxes & fees
2 Sept - 3 Sept
Hyatt Place Chicago-South/University Medical Center
Sophy Hyde Park
View from room

Sophy Hyde Park

4.0 star property
9.6 out of 10, Exceptional, (1006)
"Loved the area, safe, quiet and convenient."
The price is S$372
includes taxes & fees
31 Aug - 1 Sept
Sophy Hyde Park
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Free daily buffet breakfast

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

2.5 star property
9.0 out of 10, Wonderful, (1134)
"The rooms were very clean and nice breakefast"
The price is S$216
includes taxes & fees
3 Sept - 4 Sept
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
SpringHill Suites by Marriott Chicago Chinatown
Lobby lounge

SpringHill Suites by Marriott Chicago Chinatown

3.5 star property
9.6 out of 10, Exceptional, (982)
"Great place to stay!"
The price is S$270
includes taxes & fees
1 Sept - 2 Sept
SpringHill Suites by Marriott Chicago Chinatown
Best Western Inn & Suites - Midway Airport
Reception

Best Western Inn & Suites - Midway Airport

2.5 star property
6.6 out of 10, (1002)
"Pleasant stuff, comfy bed, would stay again."
The price is S$174
includes taxes & fees
14 Sept - 15 Sept
Best Western Inn & Suites - Midway Airport
Chicago Marriott Midway
View from property

Chicago Marriott Midway

3.5 star property
8.4 out of 10, Very good, (878)
"Great place"
The price is S$218
includes taxes & fees
2 Sept - 3 Sept
Chicago Marriott Midway
Carlton Inn Midway
Coffee and/or coffee maker

Carlton Inn Midway

2.0 star property
6.4 out of 10, (1007)
"Thanks slept well"
The price is S$158
includes taxes & fees
1 Sept - 2 Sept
Carlton Inn Midway
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

Explore a world of travel with Expedia