Search Flight + Hotel
Known as the Windy City, Chicago, IL offers some of the best cosmopolitan city features in an optimal location along Lake Michigan. World class architecture is set on a waterfront that boosts impressive parks with public art, water displays, performance areas, and bike trails. You will find that Chicago vacations include digging into the city’s iconic deep dish pizza, rooting for the Cubs or the White Sox, enjoying a play or improv in the city’s hundreds of theaters, and shopping along the Magnificent Mile.
Chicago is divided into well-defined neighborhoods, and you can select Chicago hotels based on the neighborhoods you plan to spend the most time in. In Near South is the sprawling Museum Campus, which consists of three large museums. Stargaze at the Adler Planetarium, pay a visit to the infamous Sue the T-Rex at the Field Museum of Natural History, and finish the museum hop at the Shedd Aquarium. Architecture aficionados will be drawn to the gorgeous buildings found in the Loop, including the Fine Arts Building, The Reliance Building, and the Rookery. Use the city’s popular public transportation system to get around, but if you want to explore beyond the city limits you may want to rent a car in Chicago .
They dye the Chicago River green on St. Patrick’s Day, which is celebrated with a parade, always on the Saturday before the holiday. This popular event is only one in a crammed calendar of city events. Head outdoors to listen to classical music during the 10-week Grant Park Music Festival or sip on favorite beers while discovering new ones at the Chicago Craft Beer Festival in July. Live music, food, and the arts are the focus of most of the festivals. Let the festivals guide when you plan Chicago vacation packages.
Book Chicago packages now using Travelocity, or get mobile exclusive deals on the Travelocity app.