South Side Hotel Guide - Business Hotels in South Side, Chicago

    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 South Side Business Hotels

Hyatt Place Chicago-South/University Medical Center
Enjoy a meal al fresco at this restaurant, adjacent to a sleek building with city views.

Hyatt Place Chicago-South/University Medical Center

3.0 star property
8.8 out of 10, Excellent, (1001)
"Nice and convenient location for visiting downtown and surrounding areas "
The price is €152
includes taxes & fees
1 Sept - 2 Sept
Hyatt Place Chicago-South/University Medical Center
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Indulge in a variety of breakfast options, including cheese omelets, at the buffet.

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

2.5 star property
9.0 out of 10, Wonderful, (1123)
"Proximity to the airport and eateries was great"
The price is €136
includes taxes & fees
12 Aug - 13 Aug
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
SpringHill Suites by Marriott Chicago Chinatown
Relax in a stylish seating area with a sofa, two armchairs, and a coffee table.

SpringHill Suites by Marriott Chicago Chinatown

3.5 star property
9.6 out of 10, Exceptional, (969)
"Great place to stay!"
The price is €162
includes taxes & fees
24 Aug - 25 Aug
SpringHill Suites by Marriott Chicago Chinatown
Sophy Hyde Park
Enjoy a panoramic city view from the comfort of this stylish room, featuring a seating area with sofa and armchairs, dining table, and coffee table.

Sophy Hyde Park

4.0 star property
9.6 out of 10, Exceptional, (995)
"perfect hotel for visiting UChicago."
The price is €276
includes taxes & fees
11 Aug - 12 Aug
Sophy Hyde Park
Chicago Marriott Midway
Relax by the serene pool surrounded by lush gardens and a natural ambiance.

Chicago Marriott Midway

3.5 star property
8.4 out of 10, Very good, (869)
"Great place"
The price is €130
includes taxes & fees
24 Aug - 25 Aug
Chicago Marriott Midway
Best Western Inn & Suites - Midway Airport
Experience the hotel's contemporary lobby with a spacious seating area, reception desk, and stunning city views.

Best Western Inn & Suites - Midway Airport

2.5 star property
6.6 out of 10, (1002)
"Quiet, Had a good free breakfast"
The price is €125
includes taxes & fees
17 Aug - 18 Aug
Best Western Inn & Suites - Midway Airport
Carlton Inn Midway
Enjoy a self-service breakfast with a variety of options at this well-equipped breakfast bar.

Carlton Inn Midway

2.0 star property
6.4 out of 10, (1006)
"Staff are very friendly:) "
The price is €106
includes taxes & fees
11 Aug - 12 Aug
Carlton Inn Midway
Relax & Unwind in This Comfortable 3BR Unit
Relax in this inviting space with a comfortable sofa and potted plants.

Relax & Unwind in This Comfortable 3BR Unit

10.0 out of 10, Exceptional, (2)
"Lakeia was very accommodating throughout our stay."
The price is €321
includes taxes & fees
19 Aug - 20 Aug
Relax & Unwind in This Comfortable 3BR Unit
Sable at Navy Pier Chicago, Curio Collection by Hilton
Relax in style with lounge chairs and bar stools amidst a scenic backdrop.

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2065)
"Beautiful property, will definitely stay there again."
The price is €189
includes taxes & fees
1 Sept - 2 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton
The Wade
Enjoy a sea view from the large window, with a comfortable seating area and unique artwork on display.

The Wade

4.5 star property
8.2 out of 10, Very good, (1165)
"Awesome place to stay"
The price is €152
includes taxes & fees
1 Sept - 2 Sept
The Wade
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

Best Western Inn & Suites - Midway Airport

Best Western Inn & Suites - Midway Airport

10/10 Excellent
"Very clean and well kept"
Pamela 4-night trip
Posted 1 day ago
Best Western Inn & Suites - Midway Airport