Previously seen trips
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Pittsfield (Joseph Scelsi Intermodal) | Chicago 95Th & Dan Ryan | No tags | |||||
| Pittsfield (Joseph Scelsi Intermodal) | 537-517 W. Jackson Blvd | No tags | |||||
| Pittsfield (Joseph Scelsi Intermodal) | 537-517 W. Jackson Blvd | No tags | |||||
| Pittsfield (Joseph Scelsi Intermodal) | Chicago 95Th & Dan Ryan | No tags | |||||
| Pittsfield (Joseph Scelsi Intermodal) | Downtown Greyhound Station | No tags |
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Compare 2 ways to go from Pittsfield to Chicago.
Busbud recommends taking the train from Pittsfield to ChicagoAmong the sustainable travel choices, the train stands out as the good way to reach Chicago. The journey takes about 18 hours 30 minutes and with fares starting at just $139, it presents an excellent value for a comfortable ride.
Bus Pittsfield to Chicago: Trip Overview
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Pittsfield to Chicago Bus
With Busbud, comparing and booking tickets for a bus from Pittsfield to Chicago is a breeze. Browse through an extensive selection of bus fares and bus schedules to find the best deals.
We make it our job to connect you with the most dependable bus companies that cover bus service from Pittsfield to Chicago.
From cheap bus tickets to more luxurious buses traveling from Pittsfield to Chicago, we offer a wide range of bus services to best suit your needs depending on how much your budget is.
Where are the popular stops in Pittsfield and Chicago?
Frequently asked questions for your trip Pittsfield - Chicago
About Bus Travel
Bus Travel Tips
Meet and talk to locals at the bus stations while traveling from Pittsfield to Chicago.There is no better way to get inside travel information while exploring a new city than to go straight to its people.
From miles long of beauteous natural landscapes to impressive man-crafted sights, you're bound to be in for a visual treat on your bus trip from Pittsfield to Chicago.
Taking the bus creates the smallest carbon footprint compared to other modes of transport. Not to mention that buses will allow you to discover scenic gems from Pittsfield to Chicago that are otherwise impossible to come by with a plane.
Make a music playlist for your bus ride from Pittsfield to Chicago, and enjoy the scenery to tunes from your own personal soundtrack.
Did you know?
Did you know some bus companies in Germany offer to their passenger low-costs snacks and regional beer based on their destination? Prosit!
One of the longest bus route in the world goes all the way from Ontario to Alberta in Canada (with the same bus). This trip is 3,435 km or 2,135 miles long and the price is a bit under $100.
The bus driver with the longest career in the world drove more than 2,000,000 miles and is a happy World Record holder.
Top traveled bus routes
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Popular Buses Connecting Pittsfield
Buses Leaving from Pittsfield
- Bus from Pittsfield to Albany
- Bus Pittsfield - Boston
- Pittsfield - Chicago
- Bus from Pittsfield to Springfield
- Bus Pittsfield - Springfield
- Pittsfield - New York City
- Bus from Pittsfield to Worcester
- Bus Pittsfield - Northampton
- Pittsfield - Hartford
- Bus from Pittsfield to Manchester
- Bus Pittsfield - Framingham
- Pittsfield - Portland
- Bus from Pittsfield to Providence
- Bus Pittsfield - Philadelphia
- Pittsfield - Bangor
Buses Going to Pittsfield
- Bus from Boston to Pittsfield
- Bus Albany - Pittsfield
- Stockbridge - Pittsfield
- Bus from Worcester to Pittsfield
- Bus New York City - Pittsfield
- Providence - Pittsfield
- Bus from Springfield to Pittsfield
- Bus Hartford - Pittsfield
- Schenectady - Pittsfield
- Bus from Bridgeport to Pittsfield
- Bus Lee - Pittsfield
- Manchester - Pittsfield
- Bus from Utica to Pittsfield
- Bus New Haven - Pittsfield
- Newark - Pittsfield
Popular Buses Connecting Chicago
Buses Leaving from Chicago
- Bus from Chicago to Columbia
- Bus Chicago - Toronto
- Chicago - Orlando
- Bus from Chicago to Washington
- Bus Chicago - Nashville
- Chicago - Washington
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- Bus Chicago - Indianapolis
- Chicago - Green Bay
- Bus from Chicago to Minneapolis
- Bus Chicago - Rockford
- Chicago - New York City
- Bus from Chicago to Milwaukee
- Bus Chicago - Champaign
- Chicago - Los Angeles
Buses Going to Chicago
- Bus from Boston to Chicago
- Bus Toronto - Chicago
- Atlanta - Chicago
- Bus from Indianapolis to Chicago
- Bus Bridgeport - Chicago
- Hamilton - Chicago
- Bus from Madison to Chicago
- Bus New York City - Chicago
- Green Bay - Chicago
- Bus from Lafayette to Chicago
- Bus Minneapolis - Chicago
- Milwaukee - Chicago
- Bus from Savannah to Chicago
- Bus Detroit - Chicago
- Appleton - Chicago
Popular routes in this country
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- Bus from Dallas to Austin
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- Houston - Austin
- Bus from San Antonio to Houston
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- Atlanta - Orlando