Cheap bus tickets from Chicago to Boston

Known for its innovative architecture, cultural contributions to jazz and house music, and of course that irresistible deep-dish pizza, the many sights and experiences in Chicago make it one of the best urban vacation destinations for millennials and a top destination in Illinois.

You can't beat the views of the city and Lake Michigan from the SkyDeck in the Willis Tower; at over 1,300 feet, this is the highest observation deck in the U.S. Snap that classic selfie with the Bean in Millennium Park, then wander the many museums in nearby Grant Park. Navy Pier is a popular tourist hotspot for its parks, restaurants, and attractions right on Lake Michigan, and baseball fans will find paradise in Wrigleyville, home to the Chicago Cubs' Wrigley Field and sports bars galore.

Chicago's enormous parks offer plentiful opportunities for outdoor activities in gorgeous urban settings. Many companies offer kayak rentals or boat tours on the Chicago River, with special tours running on Saint Patrick's Day, when the entire river is dyed green. When you’re ready to buy some souvenirs from your epic trip, hit the big brand stores on the Magnificent Mile, or shop local in neighborhoods like Andersonville and Wicker Park. And don't miss the chance to laugh until you cry at The Second City comedy theater, famous for launching the careers of comedians like Tina Fey and Stephen Colbert.

Chicago is one of the biggest transportation hubs in the Midwest, and provides easy access to nearby destinations ideal for day trips, as well as international travel from two airports. Thanks to plenty of bus and train stations throughout the city, getting to the Windy City is a breeze.

Boston is one of the oldest cities in the country, but it is kept young and fresh with the help of over 150,000 students who flock to the city’s prestigious universities every year. Beantown’s many sights and activities celebrate American history, prolific sports teams, and New England seafood. So let's spill the tea (into the harbor, if you will):

Boston's Freedom Trail is the best way to see the city on foot and visit some of the most iconic landmarks of the American Revolution: from Bunker Hill and the USS Constitution to the Old North Church and Faneuil Hall. The Freedom Trail officially begins in Boston Common, the oldest public park in the U.S. and a beautiful spot for walking, picnicking, or ice skating in the winter. Foodies will love tasting the Italian cuisine in the North End and the modern eateries of South End, while sports fans can tour Fenway Park, and art lovers can explore the expansive Museum of Fine Arts.

From Boston, travelers can easily get to the beachy summer destination of Cape Cod, or surrounding states like New Hampshire, Vermont, and Rhode Island. With four main train stations and several bus stops in the city, as well as Boston Logan Airport (which, by the way, has some excellent airport food), Boston is a central hub for travel throughout New England and beyond.