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Top South Side Hotels with Connecting Rooms
Swissotel - Chicago
Downtown Chicago
9.0 out of 10, Wonderful, (2986)
"Great stay"
Lorrington Ashford
The price is ₹6,539
₹10,304 total
includes taxes & fees
3 Jan - 4 Jan 2026
Palmer House a Hilton Hotel
Downtown Chicago
8.4 out of 10, Very good, (2125)
"Loved and enjoyed our stay"
Luis
The price is ₹9,212
₹13,061 total
includes taxes & fees
28 Dec - 29 Dec
Hilton Chicago
Downtown Chicago
8.4 out of 10, Very good, (2334)
"We had a great stay and will be back again."
Amber
The price is ₹9,473
₹13,749 total
includes taxes & fees
27 Dec - 28 Dec
Hyatt Place Chicago-South/University Medical Center
Hyde Park
8.8 out of 10, Excellent, (1014)
"Great stay"
Nikhil
The price is ₹11,392
₹13,373 total
includes taxes & fees
25 Dec - 26 Dec
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Bedford Park
9.0 out of 10, Wonderful, (1209)
"Will definitely stay there again ."
Jose Remedios
The price is ₹11,033
₹12,962 total
includes taxes & fees
3 Jan - 4 Jan 2026
SpringHill Suites by Marriott Chicago Chinatown
Chinatown
9.6 out of 10, Exceptional, (1008)
"Clean, good staff"
Veronique E
The price is ₹10,619
₹12,465 total
includes taxes & fees
28 Dec - 29 Dec
Chicago Marriott Midway
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. "
Leilani
The price is ₹13,023
₹15,299 total
includes taxes & fees
14 Dec - 15 Dec
Sophy Hyde Park
Hyde Park
9.6 out of 10, Exceptional, (1000)
"Room and location were great"
Latasha
The price is ₹16,058
₹21,270 total
includes taxes & fees
3 Jan - 4 Jan 2026
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
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
10/10 Excellent
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