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Chicago Vacations

Chicago Vacations

Chicago HOTEL RATES

Wicker Park Inn

Chicago, IL 4.5 stars
The Wicker Park Inn is a newly renovated, boutique Inn located in the heart of a hip & trendy neighborhood full of great restaurants, vintage and boutique shops, art galleries, cafes and nightlife. We offer traditional guest rooms or whole apartment...
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Chicago Marriott Downtown Magnificent Mile

Chicago, IL 4 stars
Chicago Marriott Downtown Magnificent Mile is not your average Michigan Avenue hotel. We're your host to help you experience Chicago to its fullest. Magnificent shopping. Renowned dining. Chicago's top attractions - Navy Pier, American Girl Place, Mi...
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Hyatt Regency Chicago

Chicago, IL 4 stars
Discover the difference between a hotel and a Hyatt when you stay at our incomparable downtown hotel. Set within the epicenter of the city, our AAA Four Diamond Hyatt Regency Chicago is conveniently located in the heart of the downtown Chicago, conne...
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Ambassador Chicago

Chicago, IL 4 stars
With a rich history rooted in Chicago’s Jazz Age, Ambassador Chicago is the city’s original boutique hotel dating back to 1926. Located in the heart of the Gold Coast, the iconic property has hosted the who’s who of the 20th and 21st centuries having...
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Raffaello Hotel

Chicago, IL 4 stars
Chicago’s only completely non-smoking 4-star boutique luxury hotel has the best location of any 4-star hotel, just steps away from Michigan Avenue in the heart of the Gold Coast. The famed Magnificent Mile, is just steps from Raffaello Hotel’s front...
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Sheraton Grand Chicago

Chicago, IL 4 stars
The Sheraton Grand Chicago is Chicago's premier downtown riverfront hotel, just off Michigan Avenue, and within a short walk of Navy Pier, Millennium Park, museums, shopping and entertainment. The hotel offers spectacular views of either Lake Michiga...
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Chicago Vacation Ideas

Looking for a fun destination for your next family vacation? Look no further than our affordable Chicago vacation packages. Join the more than 50 million visitors who flock to the city each year for its restaurants, entertainment, and unparalleled skyline.

A great destination for foodies, Chicago has some of the country’s best restaurants scattered throughout the city. To build up your appetite, take a walking tour of the city’s architecture. Chicago is ranked the fourth most walkable in the United States. Take a ride on the famous L train that loops through the city above the streets for panoramic views.

After the tragic Great Chicago Fire, a building boom took place in the late 19th and early 20th century, creating one of the densest and tallest skylines in the world. There are many notable structures that combine innovation and experimentation, including the Aqua building, 35 East Wacker, the Chicago Board of Trade Building, the Chicago Cultural Center, and the Chicago Water Tower. Many Chicago tours lead you through the streets while explaining the history and significance of these buildings.

One of the highlights of Chicago is Grant Park on the eastern side of Lake Michigan offering spectacular views of the skyline. Within this park is the famous Millennium Park, a 24.5-acre area created to celebrate the coming of the second millennium. In the park, you can gaze at the reflective Cloud Gate or admire the picturesque Crown Fountain.

For sports fans, Wrigley Field is a must. From there, you can spend the rest of your day watching animals at the Lincoln Park Zoo, learning at the Museum of Science and Industry, or catching a performance by the Chicago Symphony Orchestra.

Find great deals on itineraries to Chicago throughout the year and create a customized vacation to pique your interest. Spend time in Chicago during the colder months for a winter wonderland or visit in summer to see the beautiful foliage in the city’s many parks. You’ll find great deals on historical tours, family-friendly vacations, and unforgettable shopping sprees.

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