Cheap train tickets from Pittsfield to Chicago
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Pittsfield to Chicago Train Schedule
Trip Summary
You can pick from 2 daily train trips between Pittsfield and Chicago. The average train journey from Pittsfield to Chicago takes 18 hours and 30 minutes, though some trains might be a few minutes slower or faster.
| Distance | 737 mi (1186 km) |
| Fastest train | 18h 30m |
| Lowest price | $169.00 |
| Trains per day | 1 |
| Most frequent service | Amtrak Lake Shore Limited |
| Train lines | 1 |
Which train should you take from Pittsfield to Chicago?
Amtrak Lake Shore Limited is the one and only train line which connects Pittsfield to Chicago. The schedule is relatively limited as the train only runs twice a day.
| Train | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Amtrak Lake Shore Limited | 2 | 18h 30m | $470.64 |
The Amtrak Lake Shore Limited is an overnight train that runs along some of the best shorelines in the U.S., connecting New York City and Boston with Chicago. The service provides top-tier amenities to its passengers, including free WiFi and dining onboard. The Lake Shore Limited departs from Scelsi Transp Ctr - 1 Columbus Ave in Pittsfield and arrives at Union Station in Chicago. The route takes about 18 hours and 30 minutes and ticket prices start at $169.
Frequently asked questions about traveling by train from Pittsfield to Chicago
The distance between Pittsfield and Chicago is approximately 737 miles, or 1186 kilometers. The average train journey between these two cities takes 18 hours and 30 minutes,
Looking for ways to pass the time? Most trains are equipped with Wi-Fi, which means you can stream music, browse social media or get some work done during your ride. That said, in case your train has a spotty signal, or is among the few without Wi-Fi, we also recommend downloading TV shows and movies to your mobile device in advance of your trip. That way the ride will fly by whatever the Wi-Fi situation.
On a weekly basis, the greatest number of passengers tend to travel by trains from Pittsfield to Chicago on Wednesday. Tickets for Wednesday tend to also be the most expensive. For savvy travelers looking for cheaper priced tickets search for travel departing on Thursday. Thursday also tend to have less passengers which may make boarding faster and let you snag your perfect seat.
The earliest train departs Pittsfield at 4:00pm while the last train of the day leaves at 4:00pm. To see all scheduled departure times, use the search function on this page to get the full schedule for your specific travel dates.
Trains leave the station in Pittsfield twice a day, so there are a couple of options depending on your preferred travel time. One of these is a direct train, which will typically get you to Chicago faster. While it might still have stops along the way, you will not need to switch trains during your trip.
You can also take a train for your return trip from Chicago to Pittsfield.
City Information
Pittsfield
Image credit: Unsplash
Pittsfield is the largest city in the Berkshires region, Massachusetts. It is famous for having iconic residents like the author of Moby Dick, Herman Melville, and Rev. Thomas Allen of the Revolutionary War. Pittsfield offers many outdoor activities, like hiking on the Ashuwillticook Rail Trail or skiing on a 750-foot mountain at Bousquet Mountain Ski Area. Campers can check out the Pittsfield State Forest, while Lake Onota offers a scenic view. There are also different areas for history in Pittsfield, like the Hancock Shaker Village, which features living history exhibits, and the Berkshire Museum offers natural history. The city is popular among young families due to its fun activities and green spaces.
Pittsfield's downtown is the cultural center of Massachusetts, boasting an exciting dining scene with bars, cafés, and live music. Local stores also look out for when shopping and fun events like the Pittsfield Photo Challenge and the Berkshire International Film Festival. The latest addition is the Stargaze LGBTQ+ Festival in August.
Six bus routes go to Pittsfield, all powered by Greyhound. There are plenty of train services as well, offered by Amtrak and Amtrak Lake Shore Limited. Within the city, the Berkshire Regional Transit Authority provides public transportation.
Chicago
Known for its innovative architecture, cultural contributions to jazz and house music, and of course that irresistible deep-dish pizza, the many sights and experiences in Chicago make it one of the best urban vacation destinations for millennials and a top destination in Illinois.
You can't beat the views of the city and Lake Michigan from the SkyDeck in the Willis Tower; at over 1,300 feet, this is the highest observation deck in the U.S. Snap that classic selfie with the Bean in Millennium Park, then wander the many museums in nearby Grant Park. Navy Pier is a popular tourist hotspot for its parks, restaurants, and attractions right on Lake Michigan, and baseball fans will find paradise in Wrigleyville, home to the Chicago Cubs' Wrigley Field and sports bars galore.
Chicago's enormous parks offer plentiful opportunities for outdoor activities in gorgeous urban settings. Many companies offer kayak rentals or boat tours on the Chicago River, with special tours running on Saint Patrick's Day, when the entire river is dyed green. When you’re ready to buy some souvenirs from your epic trip, hit the big brand stores on the Magnificent Mile, or shop local in neighborhoods like Andersonville and Wicker Park. And don't miss the chance to laugh until you cry at The Second City comedy theater, famous for launching the careers of comedians like Tina Fey and Stephen Colbert.
Chicago is one of the biggest transportation hubs in the Midwest, and provides easy access to nearby destinations ideal for day trips, as well as international travel from two airports. Thanks to plenty of bus and train stations throughout the city, getting to the Windy City is a breeze.
Station Information
Where is the train station in Pittsfield?
Main departure station: Scelsi Transp Ctr - 1 Columbus Ave
There is one train station in Pittsfield.
All train stations in Pittsfield:
Scelsi Transp Ctr - 1 Columbus Ave
Where is the train station in Chicago?
Image credit: Jeramey Jannene
Link to image attribution
Main arrival station: Union Station
The historic Chicago Union Station is the United States' third busiest train station and a hub for 15 Amtrak train lines with destinations throughout the country. The station also serves bus carriers like Greyhound, Indian Trails and Jefferson Lines, and offers connections to Metra commuter lines. Union Station is also just a quick walk to the nearest Chicago L lines. The current station was built in 1925, to replace the original one dating back to 1881, and today wows visitors with its impressive facade, massive columns, and opulent Great Hall. Located right in downtown and adjacent to the Chicago Loop, Union Station is equipped with many services and amenities, including phone charging stations, shops, and various food and drink options.
All train stations in Chicago:
Union Station
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Need a return trip from Chicago to Pittsfield?
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