Business Hotels & Resorts in South Side
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Best South Side Business Hotels
Our top choices for South Side business-friendly hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton
9.4 out of 10, Exceptional, (2128)
The price is AU$367
includes taxes & fees
22 Sept - 23 Sept

Claridge House
Claridge House
9.0 out of 10, Wonderful, (1363)
The price is AU$431
includes taxes & fees
15 Sept - 16 Sept

The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold Coast
8.2 out of 10, Very good, (1121)
The price is AU$255
includes taxes & fees
22 Sept - 23 Sept

Hyatt Place Chicago-South/University Medical Center
Hyatt Place Chicago-South/University Medical Center
8.8 out of 10, Excellent, (1003)
The price is AU$351
includes taxes & fees
28 Sept - 29 Sept

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
9.0 out of 10, Wonderful, (1129)
The price is AU$254
includes taxes & fees
21 Sept - 22 Sept

Sophy Hyde Park
Sophy Hyde Park
9.6 out of 10, Exceptional, (1002)
The price is AU$500
includes taxes & fees
15 Sept - 16 Sept

Best Western Inn & Suites - Midway Airport
Best Western Inn & Suites - Midway Airport
6.6 out of 10, (1001)
The price is AU$204
includes taxes & fees
24 Sept - 25 Sept

SpringHill Suites by Marriott Chicago Chinatown
SpringHill Suites by Marriott Chicago Chinatown
9.6 out of 10, Exceptional, (1002)
The price is AU$316
includes taxes & fees
22 Sept - 23 Sept
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

Hyatt Place Chicago-South/University Medical Center
10/10 Excellent
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