Next train departures

Next departures for Pittsfield to Chicago on July 24
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	4:42pm	Joseph Scelsi Intermodal Transportation Center	18h 30m	10:12am	Chicago (Union Station), IL	Cheapest
Train	4:42pm	Joseph Scelsi Intermodal Transportation Center	18h 30m	10:12am	Chicago (Union Station), IL	Fastest
Train	4:42pm	Joseph Scelsi Intermodal Transportation Center	18h 30m	10:12am	Chicago (Union Station), IL	No tags
Train	4:42pm	Joseph Scelsi Intermodal Transportation Center	18h 30m	10:12am	Chicago (Union Station), IL	No tags

Last refresh of the prices: Today at 12:54 AM EDT.

Compare 2 ways to go from Pittsfield to Chicago

We recommend taking the train

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 NZ$140, it presents an excellent value for a comfortable ride.

1train per day

18h 30mAverage Duration

736 milesDistance

108kgCO₂ emissions

	Average Price	Average Duration	CO₂ emissions	Actions
Bus	Average PriceNZ$194 - NZ$594	Average Duration1d 6h	CO₂ emissions 30kg CO₂e
Train	Average PriceNZ$140 - NZ$3,125	Average Duration18h 30m	CO₂ emissions 108kg CO₂e

Where are the popular train stations and stops in Pittsfield and Chicago?

Pittsfield

A
Joseph Scelsi Intermodal Transportation Center
1 Columbus Ave, Pittsfield, MA 01201, USA
Visit page

Chicago

A
Union Station
225 S Canal St, Chicago, IL 60606, USA

Train Companies

Amtrak

4.1/55,845 reviews

Staff4.7

Timeliness3.8

Cleanliness4.5

Wifi3.6

Based on 5845 reviews, the company was rated 4.1 stars on Busbud. Travelers were especially satisfied with the seats and the ticket access but often complained with the wifi. Amtrak ticket prices on this trip start at NZ$140

US train companies:Amtrak, Amtrak Acela, Brightline

Frequently asked questions about traveling from Pittsfield to Chicago by train

Please note that schedules, routes, or operator details shown here may be updated or vary at the time of your trip.

How much is the train ticket from Pittsfield to Chicago?
The cheapest train tickets from Pittsfield to Chicago start from NZ$140. The average price for this train route is around NZ$428. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.
How long is the train journey from Pittsfield to Chicago?
The average train ride duration from Pittsfield to Chicago is 18h 30m, covering a distance of 736 miles (1187 km). The quickest train can get you there in 18h 30m and is operated by Amtrak.
Which train operators service the Pittsfield to Chicago route?
Several major train operators operate on this route with 1 trains available per day.
What is the earliest and latest departure time for the train from Pittsfield to Chicago?
The earliest train departs from Pittsfield to Chicago at 4:42pm. And the latest train departs at 4:42pm.

Find cheapest prices for trains

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

Best price found

07/21

NZ$394

07/22

No data

Today

No data

07/24

NZ$418

07/25

NZ$133

07/26

No data

07/27

No data

07/28

No data

The cheapest trip from Pittsfield to Chicago was searched and found on Jul 25, 2026 with a price of NZ$133

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

You can expect to pay from NZ$133 to NZ$3,458 for a train ticket from Pittsfield to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at NZ$133 which is on 2026-07-25.