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- This trip is recommended because it is the: Cheapest + FastestDeparture time: May 6 atDeparture city: PittsfieldDeparture location: Joseph Scelsi Intermodal Transportation CenterArrival time: May 7 atDestination city: ChicagoDestination location: Chicago (Union Station), ILOperated by: Amtrak
Vehicle: TrainDuration: - Departure time: May 6 atDeparture city: PittsfieldDeparture location: Joseph Scelsi Intermodal Transportation CenterArrival time: May 7 atDestination city: ChicagoDestination location: Chicago (Union Station), ILOperated by: AmtrakVehicle: TrainDuration:
- Departure time: May 6 atDeparture city: PittsfieldDeparture location: Joseph Scelsi Intermodal Transportation CenterArrival time: May 7 atDestination city: ChicagoDestination location: Chicago (Union Station), ILOperated by: AmtrakVehicle: TrainDuration:
Last refresh of the prices: Yesterday at 2:56 PM EDT.
Prices and availability are subject to change.
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Compare 2 ways to go from Pittsfield to Chicago
Busbud recommends taking the train from Pittsfield to ChicagoAmong 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$195, it presents an excellent value for a comfortable ride.
Train Pittsfield to Chicago: Trip Overview
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Train companies
Based on 5098 reviews, the company was rated 4.1 stars on Busbud. Travellers were especially satisfied with the seats and the ticket access but often complained with the WiFi. Amtrak ticket prices on this trip start at US$195.00
Pittsfield to Chicago Train
With Busbud, comparing and booking tickets for a train from Pittsfield to Chicago is a breeze. Browse through an extensive selection of train fares and train schedules to find the best deals.
We make it our job to connect you with the most dependable companies that offer train service from Pittsfield to Chicago.
From train tickets to high-end trains trip from Pittsfield to Chicago, we offer a wide range of train services to best suit your needs depending on how much your budget is.
Where are the popular train stations and stops in Pittsfield and Chicago?
Frequently asked questions on the trip Pittsfield - Chicago
How much does a cheap train ticket from Pittsfield to Chicago cost?
The average train ticket price from Pittsfield to Chicago is US$198. The best way to find cheap train tickets from Pittsfield to Chicago 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 trip from Pittsfield to Chicago?
A train trip between Pittsfield and Chicago is around 18h 30m, although the fastest train will take about 18h 30m. This is the time it takes to travel the 1186 km that separates the two cities.
How many daily trains are there between Pittsfield and Chicago?
The number of trains from Pittsfield to Chicago 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 Pittsfield to Chicago by comparing and selecting the train that fits your travel style and budget on Busbud.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Pittsfield to Chicago was searched and found on May 4, 2025 with a price of US$190To 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.
About Train Travel
Train Travel Tips
Taking the fastest trains allows you to travel at speeds greater than 300 km/h. Taking a trip from Pittsfield to Chicago is not only much quicker but more comfortable too! You can usually travel directly to the city centre and save time while you're at it.
Whether you take a regional or high-speed train to Chicago, you’ll help reduce the environmental impact and carbon footprint of your trip. As you watch the landscapes unfold before your eyes, you can tell yourself that with this choice, you are making sure they remain protected.
The train emits up to 30x less CO2 for a trip between Pittsfield and Chicago compared to the same trip made by plane or car. A truly ecological mode of transport that will allow you to easily reduce your carbon footprint.
Make a music playlist for your train ride from Pittsfield to Chicago, and enjoy the scenery to tunes from your own personal soundtrack.
Did you know?
Railway companies played a major role as early as 1883 in the use of time zones as we know them today.
New York holds the record for the most platforms and track numbers in a single station. Grand Central Station in Manhattan is one of the largest rail terminals in the world with more than 44 platforms and 67 tracks to accommodate passengers.
One of the deepest train stations in the world is in Kiev. Located at a depth of 105 m, it was designed in this way to serve as a shelter in the event of an attack. The second deepest station is in China. Badaling station is located 60 m under the Great Wall of China!
What's the cheapest way to go from Pittsfield to Chicago?
The train is the cheapest travel choice for this destinationThe best way to travel between Pittsfield and Chicago is by train. By choosing the train, you'll get to save some money as you travel to your destination, as ticket prices cost US$198 on average. If you're on a budget, you'll find cheap tickets from US$195. If you're looking for the fastest way to get to Chicago, choose the train, as it will take you from Pittsfield to Chicago in about 18h 30m —that's the fastest way to get there!
Top Travelled Train Routes
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