Cheap bus tickets from Pittsfield to Chicago
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Pittsfield to Chicago Bus Schedule
Bus from Pittsfield to Chicago: Journey Information
There are 5 intercity buses per day from Pittsfield to Chicago. Traveling by bus from Pittsfield to Chicago usually takes around 31 hours and 48 minutes, but the fastest Greyhound bus can make the trip in 27 hours and 25 minutes.
| Distance | 737 mi (1186 km) |
| Shortest duration | 27h 25m |
| Cheapest price | $160.95 |
| Most frequent service | Greyhound |
| Bus lines | 1 |
What bus companies travel from Pittsfield to Chicago?
There is one intercity bus company available to search and book on Wanderu that operates from Pittsfield to Chicago. 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 | 5 | 1d 7h 48m | $196.43 |
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 5 bus trips from Pittsfield to Chicago every day, with the average journey taking around 31 hours and 48 minutes to complete. Bus tickets for Greyhound trips to Chicago usually start from $161.
Frequently asked questions about traveling by bus from Pittsfield to Chicago
The bus takes an average of 31 hours and 48 minutes to cover the 737 miles from Pittsfield to Chicago. However, the fastest bus only takes 27 hours and 25 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.
With many people traveling in the middle of the week, Wednesday is the busiest day of the week for bus travel. If you are planning to travel on a Wednesday, you should make sure to book tickets well in advance as they may sell out.
On the other hand, Friday is typically the least busy day for bus travel on this route. If you’re looking for a little extra space, a Friday ticket is the way to go.
The first bus leaves at 8:00am and the last bus leaves at 5:00pm. To see the times for all buses from Pittsfield to Chicago, enter your specific travel dates in the search bar.
There are 5 scheduled buses that travel from Pittsfield to Chicago 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 Pittsfield to Chicago; ticket prices start at $192.00.
City Information
Pittsfield
Image credit: Unsplash
Pittsfield is the largest city in the Berkshires region, Massachusetts. It is famous for having iconic residents like the author of Moby Dick, Herman Melville, and Rev. Thomas Allen of the Revolutionary War. Pittsfield offers many outdoor activities, like hiking on the Ashuwillticook Rail Trail or skiing on a 750-foot mountain at Bousquet Mountain Ski Area. Campers can check out the Pittsfield State Forest, while Lake Onota offers a scenic view. There are also different areas for history in Pittsfield, like the Hancock Shaker Village, which features living history exhibits, and the Berkshire Museum offers natural history. The city is popular among young families due to its fun activities and green spaces.
Pittsfield's downtown is the cultural center of Massachusetts, boasting an exciting dining scene with bars, cafés, and live music. Local stores also look out for when shopping and fun events like the Pittsfield Photo Challenge and the Berkshire International Film Festival. The latest addition is the Stargaze LGBTQ+ Festival in August.
Six bus routes go to Pittsfield, all powered by Greyhound. There are plenty of train services as well, offered by Amtrak and Amtrak Lake Shore Limited. Within the city, the Berkshire Regional Transit Authority provides public transportation.
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.
Station Information
Where does the bus leave from in Pittsfield?
Main departure station: Scelsi Transp Ctr - 1 Columbus Ave
Most buses depart from the main station in Pittsfield.
All bus stations in Pittsfield:
Scelsi Transp Ctr - 1 Columbus Ave
Where does the bus arrive in Chicago?
Main arrival station: Dan Ryan Bus Station
Buses arrive in Chicago at 3 stations, depending on which bus line you are traveling with.
All bus stations in Chicago:
Dan Ryan Bus Station
Chicago Train Station Bus Stop
Bus Station - 630 W Harrison St
Get around town with Moovit
Need a return trip from Chicago to Pittsfield?
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