
Buses from New York, NY to Chicago, IL travel the 1437mi (2312.62km) journey, taking approximately 1d, 34m. Usually, there are 9 buses operating per day including direct routes. While the average ticket price for this journey is around $267.80, you can find the cheapest bus tickets for as low as $190.13.
Chicago, IL 60628
Chicago, IL 60631
Chicago, IL 60607
Chicago, IL 60606
They say if you can make it here, you can make it anywhere. Not to brag, but you can make it here easily on a Trailways bus. We can’t promise your name in big lights, though.
If you’re in a New York state of mind, whether you’re feeling Broadway-bound or just want to get low-key lost among the skyscrapers, NYC has what you’re looking for. Between every landmark, from the Empire State Building to Times Square to Central Park, you can dine on every type of cuisine, shop for whatever your heart desires, and find somewhere to stay no matter what your budget. There are live shows for every taste, from comedy to jazz, musicals and more. Or hole up in a book or record shop for a bit and escape the ever-present crowds.
The itineraries are endless – so make it your own. Explore the 5 boroughs with abandon.






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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