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Journey information
Overview: Train from Chicago, IL to Bennington, VT
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Distance 740 miles (1191 km) |
Trains per day 2 |
First train 16:25 |
Last train 21:30 |
Key Takeaways
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
FAQs: Trains from Chicago, IL to Bennington, VT
Find answers to the most common questions about traveling from Chicago, IL to Bennington, VT by train. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest train, the cheapest option, or tips for making the most of your visit at Bennington, VT, this guide helps you travel smarter and with confidence.

Spending 2-3 days in Bennington, VT is ideal, allowing time to explore the Bennington Battle Monument, enjoy the local art scene at the Bennington Museum, and experience the natural beauty of nearby hiking trails.
The distance by train from Chicago, IL to Bennington, VT is 740 miles (1191 km).
The last train from Chicago, IL to Bennington, VT leaves at 9:30 PM.
There is no direct train service currently available from Chicago, IL to Bennington, VT.
No, you cannot take the train from Chicago, IL to Bennington, VT.
Unfortunately, there is no night train available from Chicago, IL to Bennington, VT.
The train journey from Chicago, IL to Bennington, VT offers scenic views, especially as it passes through the picturesque landscapes of upstate New York and the Green Mountains in Vermont, providing a pleasant and visually appealing experience.
The first train from Chicago, IL to Bennington, VT leaves at 4:25 PM.
popular train stations
Popular train stations from Chicago, IL to Bennington, VT
Chicago
Bennington
The major train station for departures in Chicago is Union Station. Find all the information you need to know about services, amenities and connections at Union Station for your trip from Chicago to Bennington.
Amenities at train station
information
Ticket Office Hours
- 5:00 AM - 12:00 AM Monday - Sunday
Distance to city center
3 kmNumber of platforms
24Wifi
- Free
Parking
- The car park is open 7 days a week from 5:00 a.m. to 12:00 a.m. Departures can be made outside of opening hours. Access via Canal Street.
Dining
- The Chicago Firehouse Restaurant
- Lou Mitchell's
Taxis
- Outside the main entrance.
Accessibility
- Elevators, ramps, restrooms.
WC
- $1
Hotel
- The Kimpton Gray Hotel
- JW Marriott Chicago
- W Chicago - City Center
Lounge
- Located in the main hall
Lost and Found Office
- Located in the main hall
Car Rental
- Avis
- Budget
- Enterprise
Information Desk
- Located in the main hall
Luggage Carts
- Free
Station Plan
- Hall 1: main entrance, Amtrak services
- Hall 2: Metra services
- Hall 3: food court and retail shops
Public transit options for Union Station
- Bus: Several lines available
- CTA: Blue Line, Pink Line
The major train station for arrivals in Bennington is Bennington, Bennington Bus Terminal - 215 Pleasant Street. Find all the information you need to know about services, amenities and connections at Bennington, Bennington Bus Terminal - 215 Pleasant Street for your journey to Bennington from Chicago.
Bennington, Bennington Bus Terminal - 215 Pleasant Street
information
Most popular train connections from Chicago, IL
More options for your journey from Chicago, IL to Bennington, VT
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