Historic Hotels & Resorts in South Side from NZ$218

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Check availability on South Side Historic Hotels

Our top choices for South Side historic hotels

Ballroom
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2126)
"Loved and enjoyed our stay"
United States
Luis
The price is NZ$267
includes taxes & fees
28 Dec - 29 Dec
Palmer House a Hilton Hotel
Exterior
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2621)
"Great hotel, best location, nice and very helpful staff "
United States
Carlos
The price is NZ$344
includes taxes & fees
11 Jan - 12 Jan 2026
InterContinental Chicago Magnificent Mile by IHG
City view from property
Hotel Lincoln

Hotel Lincoln

Hotel Lincoln
4.0 star property
Lincoln Park
7.8 out of 10, Good, (1059)
"Great "
United States
Lillian
The price is NZ$218
includes taxes & fees
12 Jan - 13 Jan 2026
Hotel Lincoln
Exterior detail
Carleton of Oak Park

Carleton of Oak Park

Carleton of Oak Park
3.0 star property
Oak Park
9.2 out of 10, Wonderful, (1006)
"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

Hotel Indigo Naperville Riverwalk by IHG
3.5 star property
Naperville
9.4 out of 10, Exceptional, (1003)
"Beautiful place to stay and great staff!"
United States
Kimberly
The price is NZ$335
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

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 NZ$1,891
includes taxes & fees
22 Dec - 23 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

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 NZ$1,891
includes taxes & fees
19 Dec - 20 Dec
Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms
Exterior
Hilton Chicago

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2374)
"We had a great stay and will be back again."
United States
Amber
The price is NZ$230
includes taxes & fees
21 Dec - 22 Dec
Hilton Chicago
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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Top South Side Hotel Reviews

Chinatown Hotel Chicago

Chinatown Hotel Chicago

10/10 Excellent
"y"
Corbin 1-night trip
Posted 5 days ago
Chinatown Hotel Chicago

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