Trains tickets from Middlebury, VT to Chicago

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TodayJul 23
TomorrowJul 24
FriJul 25
SatJul 26
from $217
SunJul 27
MonJul 28
TueJul 29
WedJul 30

Trains leaving Saturday

One passenger / one way

  • This trip is recommended because it is: Cheapest + Fastest
    Departure time: July 26 at
    Departure city: Middlebury
    Departure location: Middlebury Amtrak Station
    Arrival time: July 27 at
    Destination city: Chicago
    Destination location: Chicago (Union Station), IL
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:
  • Departure time: July 26 at
    Departure city: Middlebury
    Departure location: Middlebury Amtrak Station
    Arrival time: July 27 at
    Destination city: Chicago
    Destination location: Chicago (Union Station), IL
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:

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Compare 2 ways to go from Middlebury to Chicago.

Average Price$156 - $245Average Duration20h 35m
30kg CO₂e5 out of 5 stars
CheapestFastestMost eco-friendly
Average Price$158 - $247Average Duration1d
109kg CO₂e1 out of 5 stars
busbud logoBusbud recommends taking the bus from Middlebury to Chicago

Among the sustainable travel choices, the bus stands out as the good way to reach Chicago. The journey takes about 20 hours 35 minutes and with fares starting at just $156, it presents an excellent value for a comfortable ride.

1bus per day
20h 35mAverage Duration
$156Cheapest ticket
30kgCO₂ emissions

Train Middlebury, VT to Chicago: Trip Overview

Please note, this information is subject to change.

Average ticket price$158
Average train trip duration1d
Number of daily trains1
Earliest train departure10:41am
Distance744 miles (1200 km)

Middlebury to Chicago Train

Busbud helps you find a train from Middlebury to Chicago. Get the best fare and schedule, book a round trip ticket or find trains with WiFi and electrical outlets.

We make it our job to connect you with the most dependable companies that offer train service from Middlebury to Chicago.

Discover how much the train trip from Middlebury to Chicago will cost you. Use our filters and sorting features to find the cheapest train tickets or high-end trains.

Frequently asked questions for your trip Middlebury, VT - Chicago

Find cheapest prices for trains

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

Best price found
07/21
$243
07/22
No data
Today
No data
07/24
$175
07/25
No data
07/26
$208
07/27
No data
07/28
No data
busbud logoThe cheapest trip from Middlebury, VT to Chicago was searched and found on Jul 24, 2025 with a price of $175

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

You can expect to pay from $175 to $769 for a train ticket from Middlebury, VT to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $175 which is on 2025-07-24.

About Train Travel

Train Travel Tips

There are many train stations in the world, check it station pages on Busbud to get all information you need.

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.

With up to 30x less CO2 emissions for your train journey between Middlebury and Chicago, the train is an ecological alternative to flights or personal cars.

Make a music playlist for your train ride from Middlebury to Chicago, and enjoy the scenery to tunes from your own personal soundtrack.

Did you know?

Japanese trains are always on time, it is extremely infrequent to see breakdowns during peak periods. In the event of a delay of more than 5 minutes, the crew will personally apologize to each passenger.

You can find the straightest railway in the world in Australia. This railway line is 478 kilometres long and is also considered the longest and straightest railway line in the world.

The longest train journey in the world is between Europe and Asia. This long journey starts from Porto in Portugal and crosses the whole European continent to reach Hanoi in Vietnam in 12 days while traveling more than 17,000 km.

Will you be returning to Middlebury, VT by train?

Train from Chicago to Middlebury, VT

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