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Historic Hotels & Resorts in South Side from AU$185

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Check availability on South Side Historic Hotels

Tonight
3 Dec - 4 Dec
Tomorrow
4 Dec - 5 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Best South Side Historic Hotels

Exterior
Hilton Chicago

Hilton Chicago

4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2335)
"We had a great stay and will be back again."
United States
Amber
The price is AU$234
includes taxes & fees
20 Dec - 21 Dec
Hilton Chicago
Exterior
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2597)
"Nice hotel and convenient location "
United States
RINA
The price is AU$296
includes taxes & fees
25 Dec - 26 Dec
InterContinental Chicago Magnificent Mile by IHG
City view from property
Hotel Lincoln

Hotel Lincoln

4.0 star property
Lincoln Park
7.8 out of 10, Good, (1054)
"Great location and friendly staff!"
United States
Evan
The price is AU$185
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Lincoln
Exterior detail
Carleton of Oak Park

Carleton of Oak Park

3.0 star property
Oak Park
9.2 out of 10, Wonderful, (1023)
"Spacious room, quiet night's sleep in a very pleasant historic hotel."
United States
Edward
Carleton of Oak Park
Exterior
Hotel Indigo Naperville Riverwalk by IHG

Hotel Indigo Naperville Riverwalk by IHG

3.5 star property
Naperville
9.4 out of 10, Exceptional, (1000)
"Beautiful place to stay and great staff!"
United States
Kimberly
The price is AU$281
includes taxes & fees
14 Dec - 15 Dec
Hotel Indigo Naperville Riverwalk by IHG
Private kitchen
Wrigley Field Home Run 4 Bedroom, 2 Bathroom

Wrigley Field Home Run 4 Bedroom, 2 Bathroom

Lakeview
9.6 out of 10, Exceptional, (19)
"Would definitely stay there again "
United States
Enrique
The price is AU$1,655
includes taxes & fees
7 Dec - 8 Dec
Wrigley Field Home Run 4 Bedroom, 2 Bathroom
Private kitchen
Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms

Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms

Lakeview
9.0 out of 10, Wonderful, (14)
"The apartment is literally across the street from the ballpark. Very clean, easy to check in, big space, everything we needed was there, couldn't have asked for more."
United States
vince h.
The price is AU$1,655
includes taxes & fees
5 Dec - 6 Dec
Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms
Ballroom
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2125)
"Loved and enjoyed our stay"
United States
Luis
The price is AU$221
includes taxes & fees
28 Dec - 29 Dec
Palmer House a Hilton Hotel
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.
View all properties

Top South Side Hotel Reviews

Chinatown Hotel Chicago

Chinatown Hotel Chicago

10/10 Excellent
"Clean room, kind staff!"
Eric 3-night trip
Posted 2 days ago
Chinatown Hotel Chicago

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