Cheap buses leaving Thursday
One passenger / one way
- This trip is recommended because it is the: CheapestDeparture time: 26 June atDeparture city: ChicagoDeparture location: 537-517 W. Jackson BlvdArrival time: 28 June atDestination city: PittsfieldDestination location: Pittsfield (Joseph Scelsi Intermodal)Operated by: Greyhound Lines, Inc.
Vehicle: BusDuration: - This trip is recommended because it is the: FastestDeparture time: 26 June atDeparture city: ChicagoDeparture location: Downtown Greyhound StationArrival time: 27 June atDestination city: PittsfieldDestination location: Pittsfield (Joseph Scelsi Intermodal)Operated by: Greyhound Lines, Inc.Vehicle: BusDuration:
- Departure time: 26 June atDeparture city: ChicagoDeparture location: Downtown Greyhound StationArrival time: 27 June atDestination city: PittsfieldDestination location: Pittsfield (Joseph Scelsi Intermodal)Operated by: Greyhound Lines, Inc.Vehicle: BusDuration:
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Compare 2 ways to travel from Chicago to Pittsfield
Busbud recommends taking the bus from Chicago to PittsfieldAmong the sustainable travel choices, the bus stands out as a good way to reach Pittsfield. The journey takes about 1 day, 17 hours 25 minutes and with fares starting at just US$161, it presents an excellent value for a comfortable ride.
Bus Chicago to Pittsfield: Trip Overview
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Chicago to Pittsfield Bus
Busbud shows you the best bus ticket fares and bus schedules so you can easily plan and book a trip by bus from Chicago to Pittsfield.
We make it our job to connect you with the most dependable bus companies that cover bus service from Chicago to Pittsfield.
Whether it is cheap bus tickets or more luxurious buses going to Pittsfield from Chicago, we help you find what you're looking for based on how much of a budget you have.
Where are the popular stops in Chicago and Pittsfield?
Frequently asked questions on the trip Chicago - Pittsfield
How far is Pittsfield from Chicago by coach?
The journey from Chicago to Pittsfield by coach covers an approximate distance of 736 miles (1186 km).
Is there a way to reach Pittsfield from Chicago without flying?
To travel from Chicago to Pittsfield without flying, you can take the coaches. The coach provides a comfortable and sustainable journey and allows you to enjoy the sights while reaching your destination. You also have the option of utilising carpooling services.
Find cheapest prices for buses
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Chicago to Pittsfield was searched and found on 26 Jun 2025 with a price of US$157To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Chicago to Pittsfield as early as possible.
You can expect to pay from US$157 to US$192 for a bus ticket from Chicago to Pittsfield based on the last 2 days. You can expect to find the cheapest price for the trip at US$157, which is on 2025-06-26.
About Bus Travel
Bus Travel Tips
If you're abroad, study some local language. Not only could it get you out of a pickle during your bus trip from Chicago to Pittsfield but it'll also be endearing to native speakers who will surely appreciate your effort.
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 Chicago to Pittsfield.
Buses are energy-efficient. Carrying a passenger over 100 kms by coach only takes 0.6-0.9 liters of gas. Compare that to the 2.6 liters required by high-speed train, 6.6 liters by airplane and 7.6 liters by gas-powered car, and it's clear that the bus is a more environmentally-conscious option for your bus transportation from Chicago to Pittsfield.
Create your own real life musical score by curating a personalized bus travel playlist - the perfect accompaniment to your bus ride from Chicago to Pittsfield.
Did you know?
The average number of passengers on a coach bus is 32 meaning that a bus could replace a minimum of at least 30 cars!
The Superbus, created by a Dutch engineer is the world's fastest bus with 250 km/h. Too bad it's only a prototype for now.
9.2% of ground transportation in Europe is done by bus versus 7.4% by train.
What's the cheapest way to go from Chicago to Pittsfield?
The bus is the cheapest travel choice for this destinationTop travelled bus routes
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