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
Oct 15 - Oct 16
Tomorrow
Oct 16 - Oct 17
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Chicago hotels with parking

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 restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.
A conference room with a long table, chairs, and a large screen.

1. Hilton Chicago

Hilton Chicago
Downtown Chicago
Canada
Anna
NT$5,343
NT$7,296 total
includes taxes & fees
Oct 30 - Oct 31
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.
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.

2. Congress Plaza Hotel

Congress Plaza Hotel
Downtown Chicago
United States
Ashya
NT$3,734
NT$4,439 total
includes taxes & fees
Nov 10 - Nov 11
Congress Plaza Hotel
An indoor swimming pool with a glass ceiling, wooden walls, and seating areas.
A person overlooking a cityscape from a high vantage point.
A formal dining room with a round table set for eight, surrounded by leather chairs, a chandelier, and potted plants.
A modern building with large glass windows and a covered walkway.

3. Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
Downtown Chicago
United States
Christy
NT$6,125
NT$8,238 total
includes taxes & fees
Oct 31 - Nov 1
Palmer House a Hilton Hotel
The Intercontinental hotel facade with a large American flag and a floral display.
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.
A bar area with a high bar counter, multiple stools, and a seating area with booths and tables.

4. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
United States
Reginald
NT$6,820
NT$9,234 total
includes taxes & fees
Oct 31 - Nov 1
InterContinental Chicago Magnificent Mile by IHG
A hotel room with two beds, a nightstand, a telephone, and a wall with printed text.
A gym with treadmills, elliptical machines, and stationary bikes, large windows with a city view.
A bar area with a long counter, multiple liquor bottles, and a variety of glasses.
A modern hotel room with a sofa, armchairs, a coffee table, a flat-screen TV, and a patterned wall.

5. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
Downtown Chicago
United States
Mario
NT$5,527
NT$6,571 total
includes taxes & fees
Nov 4 - Nov 5
Hilton Vacation Club Hotel Blake Chicago
A spacious bar area with high ceilings and large windows, offering views of a cityscape.
A hotel room with a bed, a sofa with cushions, a large window with a view of a cityscape and water.
A cityscape with modern high-rise buildings, a river, and a boat.
A bar with a circular liquor display, seating with stools, and a city view through large windows.

6. Hyatt Regency Chicago

Hyatt Regency Chicago
Downtown Chicago
United States
Mercy
NT$7,654
NT$10,247 total
includes taxes & fees
Oct 31 - Nov 1
Hyatt Regency Chicago
A hotel room with a large window offering a city view, a bed, a desk, and a chair.
A coffee shop interior with a display case of pastries, a coffee machine, and a menu board.
A Courtyard Marriott hotel with a glass facade, a self-park sign, and a Marriott logo.
A bar area with a granite countertop, bar stools, and a variety of bottles and glasses.

7. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
United States
Nadine Georgette
NT$4,116
NT$4,894 total
includes taxes & fees
Nov 1 - Nov 2
Courtyard by Marriott Chicago Magnificent Mile
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.
A hotel room with two beds, a desk, a chair, a large window with a view, and a modern wall design.
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.

8. The Wade

The Wade
Downtown Chicago
United States
Erin
NT$4,084
NT$4,856 total
includes taxes & fees
Nov 12 - Nov 13
The Wade
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.
A modern lobby with a seating area, a bar, and a green wall.
A cozy room with a patterned carpet, a wooden table, and a green sofa with a white throw blanket.
A hotel reception area with a modern design, featuring a wooden panel wall and a marble reception desk.

9. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
Downtown Chicago
United States
Poua
NT$4,265
NT$5,070 total
includes taxes & fees
Nov 2 - Nov 3
DoubleTree by Hilton Chicago - Magnificent Mile
A modern interior with a geometric light wall, a staircase, and hanging crystal chandeliers.
A modern lobby with a reception desk, seating area, staircase, and decorative lighting.
A modern restaurant with a long counter, bar stools, and high ceilings with exposed beams.
A modern hotel with a corner location, large windows, and a green awning.

10. Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
Downtown Chicago
United States
Catherine
NT$4,247
NT$5,049 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn & Suites Chicago Downtown
View all properties

Top Chicago Hotel Reviews

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Great location"
Farah 1-night trip
Posted 17 hours ago
Hyatt Regency Chicago

Explore a world of travel with Expedia