Downtown Chicago Vacations from $261
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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
Virgin Hotels Chicago
Reviewed on Apr 21, 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 Apr 28, 2025
Reviewed on Apr 28, 2025
Reviewed on Apr 28, 2025
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.
Grant Park
Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.
Things to do
Chicago: Willis Tower Skydeck and The Ledge Ticket
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Lodging
- Luxury Hotels in Magnificent Mile
- Hotels with Free Parking near Magnificent Mile
- Cheap Hotels near Magnificent Mile
- Cheap Hotels near The Loop
- Hotels with Suites near The Loop
- Hotels with Free Parking in River North
- Cheap Hotels in River North
- Hotels near Wrigleyville
- Hotels near Bucktown
- Hotels near Gold Coast
- Hotels near South Loop
- Hotels near Lakeview
- Hotels near Magnificent Mile
- Hotels near Uptown
- Hotels near Old Town Chicago
- Hotels near West Loop
- Hotels near The Loop
- Hotels near Palisades
- Hotels near Bedford Park
- Hotels near Lincoln Park
- Hotels near Wicker Park
- Hotels near Logan Square
- Hotels near Chicago Museum Campus
- Hotels near Chinatown
- Hotels near Northalsted
- Hotels near Near North Side
- Hotels near Streeterville
- Hotels near Hyde Park
- Hotels near River North
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