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

Hotels with Parking & Resorts in South Side from AU$156

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Check availability on South Side Hotels with Parking

Tonight
6 Sept - 7 Sept
Tomorrow
7 Sept - 8 Sept
Next weekend
11 Sept - 13 Sept
In two weeks
18 Sept - 20 Sept

Our top choices for South Side hotels with parking

A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.
A spacious bar area with a central bar, multiple seating options including bar stools and tables, and a well-lit ceiling with recessed lighting.
A grand ballroom with ornate ceiling decorations, multiple chandeliers, and a central table with a white tablecloth.
A cityscape with various buildings, including a prominent skyscraper and a classical building with arched windows.

1. Congress Plaza Hotel

Congress Plaza Hotel
Downtown Chicago
United States
Manuel
AU$170
includes taxes & fees
7 Sept - 8 Sept
Congress Plaza Hotel
A modern interior with a bar area, seating, and decorative wooden panels.
A hotel room with a large bed, a flat-screen TV, a desk with a lamp, and a chair.
A hotel room with a flat-screen TV, a wooden cabinet, a round table, a blue sofa, a desk with a computer, and a large window with curtains.
A reception area with a marble counter, decorative Buddha statues, and a wall with a quote.

2. Best Western Grant Park Hotel

Best Western Grant Park Hotel
Downtown Chicago
United States
Diego
AU$251
includes taxes & fees
10 Sept - 11 Sept
Best Western Grant Park Hotel
An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.
A waterfront cityscape with modern buildings, a Ferris wheel, and several cruise ships docked.
A view from a room with a large window overlooking a cityscape at night, featuring a river and illuminated buildings.
A modern living room with a large window overlooking a body of water, a tripod, and a sofa.

3. Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
United States
Ashraf
AU$343
includes taxes & fees
8 Sept - 9 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton
An outdoor café with tables and chairs, a red umbrella, and a flower-lined walkway.
A modern multi-story building with a prominent central tower, large windows, and a pedestrian walkway.
A hotel room with a bed, a desk, a chair, a sofa, a coffee table, and a painting on the wall.
A modern lounge area with a fireplace, comfortable seating, and a large window.

4. Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center
Hyde Park
United States
Gladys
AU$295
includes taxes & fees
7 Sept - 8 Sept
Hyatt Place Chicago-South/University Medical Center
A hotel room with a large bed, a desk, a chair, a nightstand, a lamp, and a mirror.

5. Chicago Lake Shore Hotel

Chicago Lake Shore Hotel
Kenwood
United States
Anthony
AU$269
includes taxes & fees
7 Sept - 8 Sept
Chicago Lake Shore Hotel
A modern living room with a sofa, two blue chairs, a round coffee table, and a unique ceiling design.
A modern lobby with a sofa, a coffee table, and a large digital art display.
A modern hotel room with a bed, a sofa, a desk, and artwork on the walls.
A modern restaurant with a bar area, multiple seating options, and a contemporary design.

6. SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown
Chinatown
United States
Laura
AU$312
includes taxes & fees
7 Sept - 8 Sept
SpringHill Suites by Marriott Chicago Chinatown
A modern bar area with a bar counter, seating, and large windows offering a view of the street.
A reception desk with a mosaic wall, a digital display, and a sign indicating amenities like restrooms and a meeting room.
A hotel room with a bed, a seating area with a table and a plant, a window with a city view, and a radiator.
A modern lobby with a vending machine, a statue, and an exit sign.

7. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
West Lawn
United States
Diane
AU$257
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Chicago – Midway Airport S by IHG
A hallway with wooden flooring, a dining area with a table and chairs, and a blue sofa.
A neatly made bed with a headboard, two bedside tables with lamps, and a wall-mounted artwork above the bed.
A modern kitchen with white cabinets, stainless steel appliances, and patterned wallpaper.
A room with a wooden herringbone ceiling, a wall clock, and shelves with various decorative items and books.

8. Villa Dubois Guest House

Villa Dubois Guest House
Bronzeville
United States
Robert
AU$199
includes taxes & fees
7 Sept - 8 Sept
Villa Dubois Guest House
A hotel room with a bed, a desk, a chair, a TV, and a colorful rug.
A coffee station with two coffee machines, a coffee press, and various coffee pods and cups.
A hotel entrance with a glass door, a number 6500 sign above, and two signs indicating courtesy shuttle pick-up only.
A conference room with a long table, yellow chairs, and water bottles.

9. Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Bedford Park
United States
Judy
AU$300
includes taxes & fees
5 Oct - 6 Oct
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
A modern living room with a dark blue sofa, a glass coffee table, and a wooden log wall.
A modern kitchen with dark cabinetry, a stainless steel stove, and a glass-fronted upper cabinet.
A modern dining area with a wooden table and chairs, a chandelier, and a view into the kitchen.
A bedroom with a large bed, a headboard, a wall-mounted artwork, and a window with curtains.

10. Mccormick Place Guest House

Mccormick Place Guest House
Bronzeville
United States
Arely
AU$156
includes taxes & fees
8 Sept - 9 Sept
Mccormick Place Guest House
View all properties

Top South Side Hotel Reviews

Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

10/10 Excellent
"The parking garage was very clean, and very well secured. The rooms were very clean and smelled amazing. The neighborhood was vibrant and had anything you’d want. Finally, the staff were amazing. The front desk people were very helpful and extremely friendly."
Andrew 2-night trip
Posted 6 hours ago
Hyatt Place Chicago-South/University Medical Center
Jaslin Hotel

Jaslin Hotel

8/10 Good
"ok"
Richard 3-night trip
Posted 6 hours ago
Jaslin Hotel
Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

8/10 Good
"Hotel and room are great, seems to be under renovations, Rooms and hotel are clean. Parking was great. Pool was closed and the cafe was under renovations. No ice machine. I will stay here again."
David 3-night trip
Posted 17 hours ago
Chicago Lake Shore Hotel
Chinatown Hotel Chicago

Chinatown Hotel Chicago

10/10 Excellent
"I love the location. I didn’t need anything fancy. Just a place to sleep. This was perfect!"
Dita 1-night trip
Posted 3 days ago
Chinatown Hotel Chicago
Best Western Inn & Suites - Midway Airport

Best Western Inn & Suites - Midway Airport

10/10 Excellent
"Clean bathroom"
DANIEL 1-night trip
Posted 3 days ago
Best Western Inn & Suites - Midway Airport

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