
Buses from New Haven, CT to Chicago, IL travel the 769mi (1237.58km) journey, taking approximately 1d, 57m. Usually, there are 13 buses operating per day. While the average ticket price for this journey is around $276.73, you can find the cheapest bus tickets for as low as $240.80.
Chicago, IL 60628
Chicago, IL 60631
Chicago, IL 60607
Chicago, IL 60606
Ready to crack open the cultural and culinary gem that is New Haven, CT? Hop on your bus to New Haven and let the adventure begin. Known as the home of prestigious Yale University, this town blends tradition with a youthful, creative pulse. Start your visit by strolling through the striking gothic architecture on campus, and don't miss the Yale University Art Gallery, boasting masterpieces from across centuries.
For a mix of art and history, The Beinecke Rare Book & Manuscript Library is a must-see with its rare and ancient collections. Hungry yet? New Haven is the birthplace of New Haven-style pizza, so head over to famous spots like Frank Pepe Pizzeria Napoletana for a slice that’s truly iconic.
But it's not just about the pie; the city offers a diverse dining scene that’s ripe for exploration. Cap off your trip by catching a show at the Shubert Theatre, a historic venue with a cutting-edge flair. Hop on that bus to discover why New Haven is a town rich in culture and flavor without breaking the bank.
There’s so much to see in the Windy City, you’ll be booking your next bus to Chicago before your trip is over. No matter the season, there’s plenty to do, from lounging on lakeside beaches in the summer to ice skating in Millennium Park.
Chicago’s famous for its dogs and its deep dish, if you’re looking for eats. Museums dot the map, including The Art Institute of Chicago, Field Museum, and Griffin Museum of Science and Industry. Catch a game if your sport’s in season – Bulls or Bears, Cubs or White Sox.
If you ask a local – which we always do – an Architecture Tour is on the don’t miss list. And if you’re on a budget, just go for a stroll on the Riverwalk, Navy Pier, or by “the bean” - Millennium Park’s famed Cloud Gate sculpture.
Whatever mood strikes you, Chi-town's got something to keep you busy.






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