Best Hotels with FREE Parking in South Side - 2026 | Expedia Malaysia

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 free parking

Tonight

15 Oct - 16 Oct

Tomorrow

16 Oct - 17 Oct

This weekend

16 Oct - 18 Oct

Next weekend

23 Oct - 25 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 lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.

A residential street with a sidewalk, houses, and greenery.

A dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.

1. Carleton of Oak Park

Oak Park

United States

Brad

RM500

RM555 total

includes taxes & fees

1 Nov - 2 Nov

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.

2. Congress Plaza Hotel

Downtown Chicago

United States

Ashya

RM474

RM564 total

includes taxes & fees

10 Nov - 11 Nov

An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

A modern hotel lobby with a reception desk, seating area, and a large window providing a view of the outdoors.

A modern hotel entrance with glass doors, a visible reception desk, and signage for Hilton Garden Inn and Homewood Suites.

A hot tub with a metal ladder, surrounded by white tiled walls and floor, with a large window providing a view of the cityscape.

3. Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

United States

Aran

RM517

RM615 total

includes taxes & fees

9 Nov - 10 Nov

A hotel room with a bed, a desk, a chair, a TV, and a colorful rug.

A modern interior with a staircase, green upholstered seating, and artwork on the walls.

A hotel room with a blue sofa, a small table, a TV, a desk with a chair, and a large window.

A breakfast bar with labeled sections for cereal and fruit, a blue oatmeal container, and a variety of condiments and utensils.

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

Bedford Park

United States

Roberto

RM551

RM648 total

includes taxes & fees

15 Nov - 16 Nov

An outdoor café with tables and chairs, a red umbrella, and a flower-lined walkway.

A hotel room with a bed, a desk, a chair, a sofa, a coffee table, and a painting on the wall.

A modern multi-story building with a prominent central tower, large windows, and a pedestrian walkway.

A restaurant with a bar area, seating, and a television screen displaying a sports event.

5. Hyatt Place Chicago-South/University Medical Center

Hyde Park

United States

Gladys

RM727

RM864 total

includes taxes & fees

15 Nov - 16 Nov

A hotel lobby with a reception desk, seating area, and a cityscape mural on the ceiling.

A spacious lobby with a modern design, featuring a large sofa, multiple chairs, a coffee table, and a mural of an airplane.

A spacious hotel lobby with seating areas, a reception desk, and a large window offering a view.

A hotel room with a large bed, two bedside tables with lamps, a leather armchair, a sofa, and a small table.

6. Best Western Inn & Suites - Midway Airport

Burbank

United States

David L

RM463

RM514 total

includes taxes & fees

11 Nov - 12 Nov

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 multi-story motel with a parking lot.

A modern hotel room with a large bed, a nightstand, a wall-mounted lamp, and a door.

7. Motel 6 - Chicago, IL

Washington Heights

Canada

Nazli

RM367

RM431 total

includes taxes & fees

29 Oct - 30 Oct

A hotel room with two beds, a desk, a chair, a dresser, and a bathroom visible through an open door.

A modern living room with a flat-screen TV mounted above a fireplace, flanked by two potted plants.

A modern living room with a grey sofa, a round coffee table, and a chair. There are framed pictures on the wall and a window providing natural light.

A reception area with a wooden reception desk, a sofa, and a coffee table.

8. Carlton Inn Midway

Archer Heights

United States

stephen T

RM437

RM513 total

includes taxes & fees

18 Oct - 19 Oct

View all properties

Top South Side Hotel Reviews

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

10/10 Excellent

"James in the Bar was the Best. And the Chicken wings & Fries Lemon pepper i rate a 10 and I own a chicken restaurant"

Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

10/10 Excellent

"Very clean room with working microwave ave fridge. Perfect for a stay close to the city!"

Jaslin Hotel

Jaslin Hotel

10/10 Excellent

"Second time staying at Jaslin for marathon and we will come back."

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