
Downtown Chicago Vacations from $345
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Your Downtown Chicago Vacation
Reserving a Downtown Chicago vacation package is a great way to get to know this unique neighborhood. From its must-visit places to its lesser-known delights, you'll be sure to uncover something new. Some leading nearby attractions to see during your trip to Downtown Chicago include Millennium Park, Willis Tower and Art Institute of Chicago. Whatever your travel plans or the size of your budget, booking your dream Downtown Chicago vacation is a cinch with Expedia.
The Latest Downtown Chicago Vacation Packages

Palmer House a Hilton Hotel
Reviewed on Jul 7, 2025

Hyatt House Chicago Medical/University District
Reviewed on Jul 7, 2025

Hotel Riu Plaza Chicago
Reviewed on Jul 7, 2025

LondonHouse Chicago, Curio Collection by Hilton
Reviewed on Jul 7, 2025
Where to stay in Downtown Chicago

Magnificent Mile
Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.
Downtown Chicago Hotel Deals

Reviewed on Jul 6, 2025

Reviewed on Jul 7, 2025

Reviewed on Jul 8, 2025
Discover the most popular places to visit in Downtown Chicago

Navy Pier
A Ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Michigan Avenue
You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Millennium Park
A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.
Things to do

Wendella's 90-min Chicago River Architecture Tour

Chicago By Night River & Lake Cruise
Explore a world of travel with Expedia
Explore a world of travel with Expedia
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- Chicago Vacations
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- Cloud Gate
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