How much does a train ticket from Chicago to Pittsfield cost?

The average train ticket price from Chicago to Pittsfield is $269. The best way to find train tickets from Chicago to Pittsfield is to book your tickets as early as possible. Prices tend to rise as your travel date approaches, so book in advance to secure the best prices!

How long is the train trip from Chicago to Pittsfield?

A train trip between Chicago and Pittsfield is around 18h, although the fastest train will take about 18h. This is the time it takes to travel the 736 miles that separates the two cities.

How many daily trains are there between Chicago and Pittsfield?

The number of trains from Chicago to Pittsfield can differ depending on the day of the week. On average, there is 1. Some trains are direct while others have layovers. Simplify your train trip from Chicago to Pittsfield by comparing and selecting the train that fits you travel style and budget on Busbud.

Which train companies travel from Chicago to Pittsfield?

When taking the train from Chicago to Pittsfield, you can travel comfortably and safely with Amtrak.

Train Chicago to Pittsfield from $123 | Refundable Tickets

Next departures

Next departures for Chicago to Pittsfield on November 25
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended	Price and booking link
		9:30pm	Chicago (Union Station), IL	18h	4:30pm	Joseph Scelsi Intermodal Transportation Center	CheapestFastest

Last refresh of the prices: Last Sunday at 8:27 PM CST.

Compare 2 ways to go from Chicago to Pittsfield

We recommend taking the bus

Among the sustainable travel choices, the bus stands out as the good way to reach Pittsfield. The journey takes about 1 day, 9 hours 45 minutes and with fares starting at just $129, it presents an excellent value for a comfortable ride.

3bus per day

1d 9hAverage Duration

737 milesDistance

30kgCO₂ emissions

	Average Price	Average Duration	CO₂ emissions	Actions
Bus	Average Price$129 - $393	Average Duration1d 9h	CO₂ emissions 30kg CO₂e
Train	Average Price$129 - $962	Average Duration18h	CO₂ emissions 108kg CO₂e

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

Chicago

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

Pittsfield

A
Joseph Scelsi Intermodal Transportation Center
1 Columbus Ave, Pittsfield, MA 01201, USA
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Train Companies

Amtrak

4/55,607 reviews

Staff4.7

Timeliness3.8

Cleanliness4.6

Wifi3.6

Based on 5607 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 $129

Train and bus companies in US:Amtrak, Trenitalia, Renfe, VIA Rail Canada, Amtrak Acela, NS Nederlandse Spoorwegen, Iryo

Frequently asked questions about traveling from Chicago to Pittsfield by train

How much does a train ticket from Chicago to Pittsfield cost?
How long is the train trip from Chicago to Pittsfield?
How many daily trains are there between Chicago and Pittsfield?
Which train companies travel from Chicago to Pittsfield?

Find cheapest prices for trains

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

Best price found

11/23

No data

11/24

No data

Today

$899

11/26

No data

11/27

No data

11/28

No data

11/29

$928

11/30

$258

The cheapest trip from Chicago to Pittsfield was searched and found on Nov 30, 2025 with a price of $258

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

You can expect to pay from $258 to $1,114 for a train ticket from Chicago to Pittsfield based on the last 2 days. You can expect to find the cheapest price for the trip at $258 which is on 2025-11-30.