Today's Best Chicago Vacation Deals
Waldorf Astoria Chicago
Marriott Chicago Midway
Hotel Chicago Downtown, Autograph Collection
Kimpton Gray Hotel in Chicago
Courtyard Chicago Downtown Magnificent Mile
Raffaello Hotel in Chicago
Best Western Grant Park in Chicago
Eurostars Magnificent Mile in Chicago
Jaslin in Chicago
Hotel Hyatt Regency McCormick Place in Chicago
Residence Inn by Marriott Chicago Downtown/Loop
Holiday Inn Express Chicago - Magnificent Mile
Chicago Athletic Association
Virgin Hotels Chicago
Hotel City Suites in Chicago
Warwick Allerton Hotel Chicago
Club Quarters Hotel Wacker at Michigan in Chicago
Claridge House in Chicago
SpringHill Suites Chicago O'Hare
Chicago Marriott at Medical District/UIC
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Hotel Renaissance Chicago O'Hare Suites
Hotel Sheraton Grand Chicago
Hotel Felix in Chicago
The Westin Chicago River North
Ruby Room in Chicago
Hotel Essex in Chicago
Hilton Chicago/Magnificent Mile Suites
Hotel The Majestic in Chicago
Hilton Garden Inn Chicago Downtown/Magnificent Mile
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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