
Downtown Chicago Vacation Packages
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Top Holiday Package Deals in Downtown Chicago

Pendry Chicago
Reviewed on Jul. 30, 2025

Hotel Riu Plaza Chicago
Reviewed on Jul. 30, 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

Congress Plaza Hotel
Reviewed on Jul. 29, 2025

InterContinental Chicago Magnificent Mile by IHG
Reviewed on Jul. 29, 2025

Hilton Chicago/Magnificent Mile Suites
Reviewed on Jul. 28, 2025
Frequently asked questions
Discover the most popular places to visit in Downtown Chicago

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.

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

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
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