A river with a yellow boat, surrounded by tall buildings and a bridge.

Find Hotels with Free Parking in Chicago, IL

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chicago Hotels with Free Parking

Tonight
Sep 28 - Sep 29
Tomorrow
Sep 29 - Sep 30
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Chicago hotels with parking

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

1. Hilton Chicago

Hilton Chicago
Downtown Chicago
United States
Alan
NT$5,101
NT$6,997 total
includes taxes & fees
Oct 24 - Oct 25
Hilton Chicago
A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.
Outdoor seating with yellow umbrellas labeled "Twisted Tea," wicker chairs, and tables.
A cityscape with various buildings, including a prominent skyscraper and a classical building with arched windows.
A spacious bar area with a central bar, multiple seating options including bar stools and tables, and a well-lit ceiling with recessed lighting.

2. Congress Plaza Hotel

Congress Plaza Hotel
Downtown Chicago
United States
Guadalupe
NT$5,101
NT$6,065 total
includes taxes & fees
Oct 26 - Oct 27
Congress Plaza Hotel
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.
A modern hotel room with a large window offering a view of the sea and a cityscape. There is a seating area with a sofa and a small table.
A modern bar area with high stools, a bar counter, and shelves of liquor bottles.
A modern hotel lobby with a marble floor, seating areas, and a ceiling with a sky-like projection.

3. The Wade

The Wade
Downtown Chicago
United States
Fernanda
NT$4,732
NT$5,625 total
includes taxes & fees
Oct 25 - Oct 26
The Wade
A spacious lobby with a central coffee table, sofas, and a large mirror.
A balcony with a table set for a meal, featuring a charcuterie board and two glasses of wine, overlooking a cityscape.
A spacious lobby with a grand fireplace, elegant columns, and a seating area with chairs and a table.
A spacious lounge area with leather sofas, round tables, and comfortable chairs, featuring a wooden ceiling and elegant decor.

4. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
United States
Marta
NT$5,683
NT$6,757 total
includes taxes & fees
Oct 14 - Oct 15
The Chicago Hotel Collection Ambassador Gold Coast
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."
A residential street with a sidewalk, houses, and greenery.
A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.
A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.

5. Carleton of Oak Park

Carleton of Oak Park
Oak Park
United States
Suzanne
NT$3,887
NT$4,314 total
includes taxes & fees
Sep 29 - Sep 30
Carleton of Oak Park
A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.
A hotel room with a grey sofa, a bed with a white mattress, a wooden dresser, and a large window with curtains.
A man in a suit sitting by a window with a vase of red flowers.
A conference room with a long table, chairs, and a vase.

6. River Hotel

River Hotel
Downtown Chicago
United States
Jared
NT$5,906
NT$7,022 total
includes taxes & fees
Oct 25 - Oct 26
River Hotel
A spacious lobby with a grand staircase, a large abstract painting, and a seating area with modern furniture.
A modern living room with a fireplace, leather armchairs, a sofa, and a coffee table.
A spacious hotel lobby with a bar area, dining tables, and a central seating area.

7. The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
United States
Kurt
NT$6,033
NT$8,189 total
includes taxes & fees
Oct 25 - Oct 26
The Allegro Royal Sonesta Hotel Chicago Loop
A room with two chairs and a small table, a large window with a city view at night.
A bar area with a long counter, multiple stools, and a television screen.
A modern living room with a sectional sofa, a round ottoman, a dining area with chairs and a table, and a large mirror on the wall.
A modern bar area with a circular seating arrangement, a staircase leading to an upper level, and a view of the city through large windows.

8. Eurostars Magnificent Mile

Eurostars Magnificent Mile
Downtown Chicago
United States
Tony
NT$6,402
NT$7,611 total
includes taxes & fees
Oct 27 - Oct 28
Eurostars Magnificent Mile
A tall, modern hotel with a brick facade and numerous windows.
A modern hotel lobby with grey upholstered chairs, a wooden coffee table, and a large window offering a view of the city and an American flag.

9. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Downtown Chicago
United States
Kelly
NT$5,589
NT$6,645 total
includes taxes & fees
Oct 27 - Oct 28
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
The exterior of the Hampton Inn hotel with a prominent neon sign, a star logo, and a classic architectural design.
A hotel room with a large bed, a blue sofa, a desk with a TV, and a window with a city view.
A spacious lobby with a bar area, seating arrangements, and a large map on the wall.
A hotel lobby with a large seating area, a map on the wall, and a car on the mezzanine.

10. Hampton Inn Chicago Downtown/N Loop/Michigan Ave

Hampton Inn Chicago Downtown/N Loop/Michigan Ave
Downtown Chicago
United States
Jeanvia
NT$5,911
NT$7,028 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
View all properties

Top Chicago Hotel Reviews

Explore a world of travel with Expedia