Bus Tickets from Pittsfield to Chicago

Next departures

Next departures for Pittsfield to Chicago on October 12
Operated byVehicle typeDeparture timeDeparture locationTrip durationArrival timeArrival locationRecommendedPrice and booking link
Amtrak
Joseph Scelsi Intermodal Transportation Center
Chicago (Union Station), ILCheapestFastest
Amtrak
Joseph Scelsi Intermodal Transportation Center
Chicago (Union Station), ILNo tags
Greyhound Lines, Inc.
Pittsfield (Joseph Scelsi Intermodal)
Downtown Greyhound StationNo tags
Greyhound Lines, Inc. + FlixBus
Pittsfield (Joseph Scelsi Intermodal)
537-517 W. Jackson BlvdNo tags
Greyhound Lines, Inc.
Pittsfield (Joseph Scelsi Intermodal)
Downtown Greyhound StationNo tags

Last refresh of the prices: Today at 12:03 PM EDT.

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Compare 2 ways to go from Pittsfield to Chicago

Bus
Average PriceUS$177 - US$351Average Duration1d 6h
30kg CO₂e5 out of 5 stars
Most eco-friendly
Train
Average PriceUS$139 - US$269Average Duration18h 30m
108kg CO₂e1 out of 5 stars
CheapestFastest
busbud logoBusbud recommends taking the train from Pittsfield to Chicago

Among the sustainable travel choices, the train stands out as a good way to reach Chicago. The journey takes about 18 hours 30 minutes, and with fares starting at just US$139, it presents an excellent value for a comfortable ride.

1train per day
18h 30mAverage Duration
US$139Cheapest ticket
108kgCO₂ emissions

Bus Pittsfield to Chicago: Trip Overview

Average Ticket PriceUS$198
Average Bus Trip Duration1d 6h
Number of daily buses5
Earliest bus departure8:20am
Distance1186 km
Latest bus departure5:40pm

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 travelling from Pittsfield to Chicago, we offer a wide range of bus services to best suit your needs depending on how much your budget is.

Frequently asked questions on the trip Pittsfield - Chicago

  1. How far is Pittsfield from Chicago?

    The distance covered from Pittsfield to Chicago is 1186 km (736 miles).

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

    Buses traveling this route start their trip at Joseph Scelsi Intermodal Transportation Center, in Pittsfield, and end it at Downtown Greyhound Station, in Chicago.

Find cheapest prices for buses

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

Best price found
10-09
No data
10-10
No data
Today
No data
10-12
US$258
10-13
No data
10-14
No data
10-15
No data
10-16
No data
busbud logoThe cheapest trip from Pittsfield to Chicago was searched and found on Oct 12, 2025 with a price of US$258

To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Pittsfield to Chicago, as early as possible.

You can expect to pay from US$258 to US$899 for a bus ticket from Pittsfield to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at US$258 which is on 2025-10-12.

About Bus Travel

Bus Travel Tips

Meet and talk to locals at the bus stations while travelling 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.

What's the cheapest way to go from Pittsfield to Chicago?

busbud logoThe bus is the cheapest travel choice for this destination

Will you be returning to Pittsfield by bus?

Bus from Chicago to Pittsfield

You can also go to Chicago by train

Train from Pittsfield to Chicago

Why choose Busbud?

The Best Way To Book Bus and Train Tickets

Busbud.com makes it easy for you to find, compare and book city-to-city bus tickets, all over the world. We save you the extra trip to the bus station. With several language and currency options available, Busbud seeks to cater to international bus travellers no matter where they are in the world. With Busbud, you can buy tickets with confidence. We ensure that you make the most out of your bus trip by partnering up with reliable bus companies from all around the world such as Greyhound, Eurolines, ALSA, OUIBUS (BlaBlaBus), National Express and many others.

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