A cityscape with a prominent building with a green dome, surrounded by greenery and a body of water.

Historic Hotels & Resorts in South Side from AU$325

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Check availability on South Side Historic Hotels

Tonight
3 Oct - 4 Oct
Tomorrow
4 Oct - 5 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

Our top choices for South Side historic hotels

A large, historic building with a central courtyard surrounded by trees.
A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.
A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.
A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.

1. Hilton Chicago

Hilton Chicago
Downtown Chicago
United States
Alan
AU$325
includes taxes & fees
30 Oct - 31 Oct
Hilton Chicago
The Intercontinental hotel facade with a large American flag and a floral display.
A bar area with a high bar counter, multiple stools, and a seating area with booths and tables.
A swimming pool area with a glass-bottomed pool, a high ceiling with hanging lights, and a staircase with people sitting on it.
A person lying on a bed with a bottle of champagne, surrounded by food and a magazine.

2. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
United States
Kenan
AU$413
includes taxes & fees
31 Oct - 1 Nov
InterContinental Chicago Magnificent Mile by IHG
A living room with a large arched window, a fireplace, and a sofa with patterned cushions.
A bedroom with a bed, a window with a view of a brick wall, a ceiling fan, and a framed picture on the wall.
A neatly made bed with white linens, a framed picture on the wall, a window with a brick pattern, and a television mounted on the wall.
A modern living room with a sofa, coffee table, and a kitchen area with a refrigerator and bar stools.

3. Wrigley Field Home Run 4 Bedroom, 2 Bathroom

Wrigley Field Home Run 4 Bedroom, 2 Bathroom
Lakeview
United States
Enrique
AU$1,553
includes taxes & fees
5 Oct - 6 Oct
Wrigley Field Home Run 4 Bedroom, 2 Bathroom
A modern kitchen with stainless steel appliances, a granite countertop, and a wine bottle.
A bathroom with two sinks, a large mirror, and a towel rack with folded towels.
A bedroom with a bed, a nightstand, a framed picture, and a door.
A bedroom with two beds, a window with blinds, a framed photo on the wall, and a bedside table with a cup.

4. Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms

Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms
Lakeview
United States
Meaghan M.
AU$1,553
includes taxes & fees
5 Oct - 6 Oct
Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms
A long dining table with chairs, overhead lighting, and a marble wall with a decorative ceiling.
A grand lobby with ornate ceiling artwork, chandeliers, and a prominent 'P' emblem.
An indoor swimming pool with a glass ceiling, wooden walls, and seating areas.
A modern building with large glass windows and a covered walkway.

5. Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
Downtown Chicago
United States
Gabriella
AU$368
includes taxes & fees
31 Oct - 1 Nov
Palmer House a Hilton Hotel
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Top South Side Hotel Reviews

Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

10/10 Excellent
"Very closed to the Places we were visiting"
Princets 3-night trip
Posted 4 hours ago
Chicago Lake Shore Hotel

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