Chicago, IL to Bennington, VT train

Thu, Feb 12
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Deutsche Bahn
Regionale
iryo
Ouigo
Italo
1,000+ travel companies
Deutsche Bahn
Regionale
iryo
Ouigo
Italo
1,000+ travel companies
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Travel Information

Compare train and flight for Chicago, IL to Bennington, VT

Omio recommends booking the train as it is the most popular option from Chicago, IL to Bennington, VT among Omio's users. If you are prioritising price take the train with prices starting from €139. For those with little time consider booking a flight which can get you there in 2h 5m. The ticket price range depends on the travel mode: a train costs an average of €139, and a flight costs an average of €293.

Distance: 740 miles (1191 km)

Compare train with

Most popular
Train
Flight

€139

Average price

Cheapest

€293

Average price

23h 0m

Average total duration

22h 30m

Onboard

+

30m

Additional time*

5h 5m

Average total duration

Fastest

2h 5m

Onboard

+

3h 0m

Additional time*

Direct Options

Direct Options

Journey information

Overview: Train from Chicago, IL to Bennington, VT

USAUSA
USAUSA
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Trains from Chicago, IL to Bennington, VT run on average 2 times per day, taking around 22h 30m. Cheap train tickets for this journey start at $176 (€139) if you book in advance.

The earliest train runs at 16:25, the last at 21:30. The fastest train covers the 740 miles (1191 km) distance in 22h 30m.

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)
Average train duration
22h 30m
Cheapest ticket price
$176 (€139)
Trains per day
2
Fastest train
22h 30m
First train
16:25
Last train
21:30
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.

FAQs
Train ticket prices from Chicago, IL to Bennington, VT can vary. The cheapest ticket starts at $176 (€139), while the average price is around $176 (€139).
The train from Chicago, IL to Bennington, VT takes 22h 30m and runs 2 per day.
The distance by train from Chicago, IL to Bennington, VT is 740 miles (1191 km).
The first train from Chicago, IL to Bennington, VT leaves at 4:25 PM.
The last train from Chicago, IL to Bennington, VT leaves at 9:30 PM.
Unfortunately, there is no night train available from Chicago, IL to Bennington, VT.
The cheapest way to get from Chicago, IL to Bennington, VT is by train, with a cost of around $176 (€139).
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.
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.
No, you cannot take the train from Chicago, IL to Bennington, VT.

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
WifiWifi
LockersLockers
ParkingParking
DiningDining
ATMATM
TaxisTaxis
AccessibilityAccessibility
WCWC
HotelHotel
LoungeLounge
Lost and Found OfficeLost and Found Office
Ticket OfficeTicket Office
Bike ParkingBike Parking
Car RentalCar Rental
Information DeskInformation Desk
Luggage CartsLuggage Carts
information
phone
Phone Number
ticketOfficeHours
Ticket Office Hours
  • 5:00 AM - 12:00 AM Monday - Sunday
ticketOfficeHours
Distance to city center
3 km
platformCount
Number of platforms
24
Wifi
Wifi
  • Free
Parking
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
Dining
  • The Chicago Firehouse Restaurant
  • Lou Mitchell's
Taxis
Taxis
  • Outside the main entrance.
Accessibility
Accessibility
  • Elevators, ramps, restrooms.
WC
WC
  • $1
Hotel
Hotel
  • The Kimpton Gray Hotel
  • JW Marriott Chicago
  • W Chicago - City Center
Lounge
Lounge
  • Located in the main hall
Lost and Found Office
Lost and Found Office
  • Located in the main hall
Car Rental
Car Rental
  • Avis
  • Budget
  • Enterprise
Information Desk
Information Desk
  • Located in the main hall
Luggage Carts
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

More options for your journey from Chicago, IL to Bennington, VT

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