Today's Best Chicago Vacation Deals
Waldorf Astoria Chicago
Hyatt Chicago Magnificent Mile
Hilton Chicago/Magnificent Mile Suites
The Peninsula Chicago
Park Hyatt Chicago
Fairmont Chicago Millennium Park
The Langham, Chicago
Sofitel Chicago Magnificent Mile
Chicago Athletic Association Hotel
InterContinental Chicago Magnificent Mile
theWit Chicago - A DoubleTree by Hilton
Hotel Renaissance Chicago O'Hare Suites
Hotel Felix in Chicago
Moxy Chicago Downtown
Jaslin in Chicago
Eurostars Magnificent Mile in Chicago
Best Western Grant Park in Chicago
21c Museum Hotel Chicago
Hotel Hyatt Regency McCormick Place in Chicago
DoubleTree by Hilton Hotel Chicago - Magnificent Mile
The Langham in Chicago
Holiday Inn Express Chicago - Magnificent Mile
Courtyard by Marriott Chicago Downtown/River North
Renaissance Chicago Downtown
Hotel Chicago Downtown, Autograph Collection
The Westin Michigan Avenue Chicago
Hotel Julian Chicago
Hotel Congress Plaza in Chicago
The Drake in Chicago
Kimpton Hotel Palomar Chicago
Hampton Inn Chicago Downtown/N Loop/Michigan Ave, IL
Visit Cities Around Chicago
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.
Vacation getaway Ideas
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