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Find South Side Hotels with Shuttle Services from S$109

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Check availability on South Side Hotels with shuttle

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Recommended hotels in South Side

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3387)
"I always love staying at this place when I visit"
Canada
William
The price is S$244
includes taxes & fees
28 Dec - 29 Dec
Hyatt Regency Chicago

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2951)
"Great location and great staff!!"
United States
lynne
The price is S$123
includes taxes & fees
4 Jan - 5 Jan, 2026
Aloft Chicago Mag Mile

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3470)
"Great place to stay "
United States
RaShawna
The price is S$123
includes taxes & fees
5 Jan - 6 Jan, 2026
Hilton Chicago/Magnificent Mile Suites

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, (1001)
"Great stay"
United States
Nikhil
The price is S$193
includes taxes & fees
25 Dec - 26 Dec
Hyatt Place Chicago-South/University Medical Center

Jaslin Hotel

Jaslin Hotel
3.0 star property
Chinatown
9.0 out of 10, Wonderful, (1182)
"Excellent service, clean room, great location"
United States
Stefan
The price is S$184
includes taxes & fees
21 Dec - 22 Dec
Jaslin Hotel

Motel 6 - Chicago, IL

Motel 6 - Chicago, IL
2.0 star property
Washington Heights
7.0 out of 10, Good, (201)
"Everything was very nice even staff"
United States
Maurice
The price is S$109
includes taxes & fees
26 Dec - 27 Dec
Motel 6 - Chicago, IL

SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown
3.5 star property
Chinatown
9.6 out of 10, Exceptional, (1000)
"Clean, good staff"
Canada
Veronique E
The price is S$170
includes taxes & fees
1 Jan - 2 Jan, 2026
SpringHill Suites by Marriott Chicago Chinatown

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
8.8 out of 10, Excellent, (1233)
"Will definitely stay there again ."
United States
Jose Remedios
The price is S$170
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Saratoga Motel By Capital O Near Midway Airport Chicago IL

Saratoga Motel By Capital O Near Midway Airport Chicago IL
2.5 star property
Ashburn
7.0 out of 10, Good, (29)
"Clean room friendly staff "
United States
Christian
The price is S$113
includes taxes & fees
14 Dec - 15 Dec
Saratoga Motel By Capital O Near Midway Airport Chicago IL

Chicago Marriott Midway

Chicago Marriott Midway
3.5 star property
Bedford Park
8.4 out of 10, Very good, (910)
"The property was excellent the rooms fantastic and the staff were equally wonderful and helpful. "
United States
Leilani
The price is S$208
includes taxes & fees
18 Dec - 19 Dec
Chicago Marriott 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.

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