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Journey Information
There are 3 intercity buses per day from Chicago to Poughkeepsie. Traveling by bus from Chicago to Poughkeepsie usually takes around 30 hours and 6 minutes, but the fastest Greyhound bus can make the trip in 22 hours and 5 minutes.
| Distance | 706 mi (1136 km) |
| Shortest duration | 22h 5m |
| Cheapest price | $105.00 |
| Most frequent service | Greyhound |
| Bus lines | 1 |
What bus companies travel from Chicago to Poughkeepsie?
There is one intercity bus company available to search and book on Wanderu that operates from Chicago to Poughkeepsie. Greyhound connects the two cities by bus, it offers multiple scheduled buses per day for you to choose from.
| Bus | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Greyhound | 3 | 1d 6h 6m | $114.33 |
Greyhound is the largest nationwide bus carrier in the United States, offering cheap, safe and reliable service across the country. Greyhound has become a household name, serving over 16 million passengers per year with daily trips to over 2,400 destinations. Greyhound performs about 3 bus trips from Chicago to Poughkeepsie every day, with the average journey taking around 30 hours and 6 minutes to complete. Bus tickets for Greyhound trips to Poughkeepsie usually start from $105.
Frequently Asked Questions
The bus takes an average of 30 hours and 6 minutes to cover the 706 miles from Chicago to Poughkeepsie. However, the fastest bus only takes 22 hours and 5 minutes. It’s definitely on the longer side, so plan to get comfortable for a long road trip. Keep in mind that your actual bus may arrive earlier or later than scheduled, depending on whether there is more or less traffic than usual.
The first bus leaves at 11:00am and the last bus leaves at 12:00pm. To see the times for all buses from Chicago to Poughkeepsie, enter your specific travel dates in the search bar.
There are 3 scheduled buses that travel from Chicago to Poughkeepsie every day, so you have a decent number of options to choose from. Unfortunately, none of them are direct connections, so no matter which bus you take, you will have to transfer buses at least once during your journey.
Need more travel options? Consider taking the train from Chicago to Poughkeepsie; ticket prices start at $87.00.
City Information
Chicago
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.
Poughkeepsie
Poughkeepsie is nicknamed the second capital of New York for a good reason – the bustling city has breathtaking views of the Hudson River and is a quick weekend destination for New Yorkers. Art buffs can visit the Barrett Art Center and Frances Lehman Loeb Art Center, while history lovers will enjoy the National Register of Historic Places. Poughkeepsie is a true university town with campuses for the Culinary Institute of America, Vassar College, and Marist College. If music is your thing, you can check what's playing at the iconic Barvadon Opera House. The city is also an excellent place for picnics and outdoor activities, especially on the riverfront.
Poughkeepsie is known for its wide range of restaurants, ranging from farm-to-table establishments to breweries and brewpubs. The craft beer scene is upcoming, with beer gardens and pubs to check out. Nightlife keeps the fun going with comedy clubs, champagne bars, and lounges.
Poughkeepsie is easily accessible via Amtrak. The Amtrak Lake Shore Limited, Maple Leaf, Empire Service, and Ethan Allen Express stop in Poughkeepsie en route to New York City, Philadelphia, Rensselaer, Newark, and other cities. The central and busiest station is 41 Main St, and many other trains make stops in and around Poughkeepsie. Poughkeepsie is also accessible by Greyhound buses. Most visitors and locals use the Newburgh Airport, only about 15 miles away, for air travel.
Station Information
Where does the bus leave from in Chicago?
Image credit: Jeramey Jannene
Link to image attributionMain departure station: Bus Station - 630 W Harrison St
Buses to Poughkeepsie leave from 3 stations in Chicago.
All bus stations in Chicago:
Bus Station - 630 W Harrison St
Union Station
5800 N Cumberland Ave
Where does the bus arrive in Poughkeepsie?
Main arrival station: Milt'z Cigar Shop
All buses from Chicago arrive at one main station in Poughkeepsie.
All bus stations in Poughkeepsie:
Milt'z Cigar Shop
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