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

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Check availability on South Side Hotels with Parking

Tonight
9 Oct - 10 Oct
Tomorrow
10 Oct - 11 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for South Side hotels with parking

A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."
A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.
A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.
A dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.

1. Carleton of Oak Park

Carleton of Oak Park
Oak Park
United States
Brad
£94
includes taxes & fees
28 Oct - 29 Oct
Carleton of Oak Park
A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.
A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.
A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.
Exterior

2. Hilton Chicago

Hilton Chicago
Downtown Chicago
Canada
Anna
£171
includes taxes & fees
30 Oct - 31 Oct
Hilton Chicago
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.
Outdoor seating with yellow umbrellas labeled "Twisted Tea," wicker chairs, and tables.

3. Congress Plaza Hotel

Congress Plaza Hotel
Downtown Chicago
United States
Katimah
£109
includes taxes & fees
2 Nov - 3 Nov
Congress Plaza Hotel
An outdoor café with tables and chairs, a red umbrella, and a flower-lined walkway.
A restaurant with a bar area, seating, and a television screen displaying a sports event.
A modern lounge area with a fireplace, comfortable seating, and a large window.
A modern multi-story building with a prominent central tower, large windows, and a pedestrian walkway.

4. Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center
Hyde Park
United States
Gladys
£160
includes taxes & fees
1 Nov - 2 Nov
Hyatt Place Chicago-South/University Medical Center
A hotel lobby with a reception desk, seating area, and a cityscape mural on the ceiling.
A spacious hotel lobby with seating areas, a reception desk, and a large window offering a view.
A spacious lobby with a modern design, featuring a large sofa, multiple chairs, a coffee table, and a mural of an airplane.
A hotel room with a large bed, two bedside tables with lamps, a leather armchair, a sofa, and a small table.

5. Best Western Inn & Suites - Midway Airport

Best Western Inn & Suites - Midway Airport
Burbank
United States
David L
£95
includes taxes & fees
1 Nov - 2 Nov
Best Western Inn & Suites - Midway Airport
A hotel room with a bed, a desk, a chair, a TV, and a colorful rug.
A Holiday Inn Express & Suites hotel with a modern facade, multiple parking spaces, and a well-lit entrance.
A hotel reception desk with a modern design, including a digital display and a sign indicating it is a non-smoking property.
A coffee station with two espresso machines, a coffee grinder, and various coffee-related items.

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

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Bedford Park
United States
Roberto
£120
includes taxes & fees
8 Nov - 9 Nov
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
A modern hotel room with a large bed, a bedside table, a nightstand, and a wall-mounted light fixture.
A room with a window, a white shelf, a colorful striped rug, and a large number '6' on the wall.
A bathroom with a marble wall, a bathtub, a toilet, and a shower curtain.
A modern hotel room with a large bed, a nightstand, a wall-mounted lamp, and a door.

7. Motel 6 - Chicago, IL

Motel 6 - Chicago, IL
Washington Heights
Canada
Nazli
£80
includes taxes & fees
27 Oct - 28 Oct
Motel 6 - Chicago, IL
Interior entrance
Exterior
A row of parked cars along a tree-lined street with multi-story buildings in the background.
A hotel room with a large bed, a desk, a chair, a nightstand, a lamp, and a mirror.

8. Chicago Lake Shore Hotel

Chicago Lake Shore Hotel
Kenwood
United States
Princets
£141
includes taxes & fees
1 Nov - 2 Nov
Chicago Lake Shore Hotel
A modern bar area with a bar counter, seating, and large windows offering a view of the street.
A modern lobby with a vending machine, a statue, and an exit sign.
A reception desk with a mosaic wall, a digital display, and a sign indicating amenities like restrooms and a meeting room.
A modern bar area with a curved counter, multiple stools, and pendant lighting. A menu board is visible on the wall, and a coffee machine is on the counter.

9. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
West Lawn
United States
Paulina
£124
includes taxes & fees
8 Nov - 9 Nov
Holiday Inn Chicago – Midway Airport S by IHG
A modern living room with a sofa, two blue chairs, a round coffee table, and a unique ceiling design.
A modern kitchen with built-in appliances, wooden cabinets, and a variety of food items on shelves.
A modern hotel room with a bed, a sofa, a desk, and artwork on the walls.
A modern lobby with a sofa, a coffee table, and a large digital art display.

10. SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown
Chinatown
United States
Cayci
£153
includes taxes & fees
3 Nov - 4 Nov
SpringHill Suites by Marriott Chicago Chinatown
View all properties

Top South Side Hotel Reviews

Chinatown Hotel Chicago

Chinatown Hotel Chicago

8/10 Good
"The location is wonderful, and if you're looking for a no-frills place to stay and you plan to be out and about all day, this is a great option. The building has seen better days, but it's everything we needed it to be. Also, it was very quiet for sleeping at night, very little traffic noise, etc. Would definitely stay here again."
Jennifer 2-night trip
Posted 2 days ago
Chinatown Hotel Chicago
Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

10/10 Excellent
"Breakfast buffet was excellent, rooms spacious and comfortable. Only bummer was the pool was closed for renovations when we were there and the listing didn't say so. Also the parking fee is HIGH so be prepared!"
Cristeta 2-night trip
Posted 2 days ago
Hyatt Place Chicago-South/University Medical Center
Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

10/10 Excellent
"Definitely a motel vibe, no elevator. Nice staff and clean rooms."
William 1-night trip
Posted 4 days ago
Chicago Lake Shore Hotel

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