Bus Tickets from Chicago to Pittsfield

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SunJun 1
from US$176
MonJun 2
TueJun 3
WedJun 4
ThuJun 5
FriJun 6
SatJun 7
SunJun 8

Cheap buses leaving Sunday

One passenger / one way

  • This trip is recommended because it is the: Cheapest
    Departure time: June 1 at
    Departure city: Chicago
    Departure location: Chicago 95Th & Dan Ryan
    Arrival time: June 3 at
    Destination city: Pittsfield
    Destination location: Pittsfield (Joseph Scelsi Intermodal)
    Operated by: FlixBus + Greyhound Lines, Inc.
    FlixBus + Greyhound Lines, Inc.
    Vehicle: BusDuration:
  • This trip is recommended because it is the: Fastest
    Departure time: June 1 at
    Departure city: Chicago
    Departure location: Downtown Greyhound Station
    Arrival time: June 2 at
    Destination city: Pittsfield
    Destination location: Pittsfield (Joseph Scelsi Intermodal)
    Operated by: Greyhound Lines, Inc.Greyhound Lines, Inc.
    Vehicle: BusDuration:
  • Departure time: June 1 at
    Departure city: Chicago
    Departure location: Downtown Greyhound Station
    Arrival time: June 2 at
    Destination city: Pittsfield
    Destination location: Pittsfield (Joseph Scelsi Intermodal)
    Operated by: Greyhound Lines, Inc.Greyhound Lines, Inc.
    Vehicle: BusDuration:
  • Departure time: June 1 at
    Departure city: Chicago
    Departure location: Chicago 95Th & Dan Ryan
    Arrival time: June 2 at
    Destination city: Pittsfield
    Destination location: Pittsfield (Joseph Scelsi Intermodal)
    Operated by: FlixBus + Greyhound Lines, Inc.
    FlixBus + Greyhound Lines, Inc.
    Vehicle: BusDuration:
  • Departure time: June 1 at
    Departure city: Chicago
    Departure location: Downtown Greyhound Station
    Arrival time: June 3 at
    Destination city: Pittsfield
    Destination location: Pittsfield (Joseph Scelsi Intermodal)
    Operated by: Greyhound Lines, Inc.Greyhound Lines, Inc.
    Vehicle: BusDuration:

Last refresh of the prices: Today at 10:29 PM CDT.

Prices and availability are subject to change.

Accepted payments

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Compare 2 ways to go from Chicago to Pittsfield

Bus
Average PriceUS$163 - US$250Average Duration1d 17h
30kg CO₂e5 out of 5 stars
CheapestMost eco-friendly
Train
Average PriceUS$218 - US$261Average Duration18h
108kg CO₂e1 out of 5 stars
Fastest
busbud logoBusbud recommends taking the bus from Chicago to Pittsfield

Among 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$163, it presents an excellent value for a comfortable ride.

4bus per day
1d 17hAverage Duration
US$163Cheapest ticket
30kgCO₂ emissions

Bus Chicago to Pittsfield: Trip Overview

Average Ticket PriceUS$188
Average Bus Trip Duration1d 17h
Number of daily buses4
Earliest bus departure5:45am
Distance1186 km
Latest bus departure11:15pm

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.

Frequently asked questions on the trip Chicago - Pittsfield

  1. How long is the trip from Chicago to Pittsfield by bus?

    The bus ride from Chicago to Pittsfield takes 1d 17h, on average. The fastest bus on this trip will get to Pittsfield in 1d 9h

  2. What is the travel distance from Chicago to Pittsfield?

    The distance between Chicago and Pittsfield is approximately 1186 km (736 miles).

  3. What are the departure and arrival locations for buses traveling from Chicago to Pittsfield?

    Buses departing from Downtown Greyhound Station in Chicago will take you to Joseph Scelsi Intermodal Transportation Center in Pittsfield.

  4. What is the cheapest way to get from Chicago to Pittsfield?

    Taking the bus is the most budget-friendly option to travel from Chicago to Pittsfield. With a starting ticket price of US$163, this bus becomes your top pick for this journey.

  5. How much does the bus ticket cost from Chicago to Pittsfield?

    You can expect to pay around US$188 for the bus ride from Chicago to Pittsfield.

  6. Is there an overnight bus from Chicago to Pittsfield?

    Yes! If you're heading from Chicago to Pittsfield, you'll find buses departing until 11:15pm and arriving the next day.

Find cheapest prices for buses

Price is for a one-way ticket for one passenger and based on past searches.

Best price found
05-28
No data
05-29
No data
Today
No data
05-31
No data
06-01
US$179
06-02
No data
06-03
No data
06-04
No data
busbud logoThe cheapest trip from Chicago to Pittsfield was searched and found on Jun 1, 2025 with a price of US$179

To 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$179 to US$205 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$179 which is on 2025-06-01.

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?

busbud logoThe bus is the cheapest travel choice for this destination

Will you be returning to Chicago by bus?

Bus from Chicago to Pittsfield

You can also go to Pittsfield by train

Train from Chicago to Pittsfield

Why choose Busbud?

The Best Way To Book Bus and Train Tickets

Busbud helps you easily search, compare and book intercity bus tickets on a worlwide scale with our comprehensive list of bus routes and schedules. With several language and currency options available, Busbud seeks to cater to international bus travellers no matter where they are in the world. Busbud partners with safe and reliable bus companies throughout the world such as Greyhound, Eurolines, ALSA, OUIBUS (BlaBlaBus), National Express and many others so you can buy tickets without a worry.

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