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Chicago to Middlebury (village) trains

Find Transport to Middlebury (village)

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Trip Overview

The train between Chicago and Middlebury (village) takes 22h 15m. The train runs, on average, 6 times per week from Chicago to Middlebury (village). The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

22h 15m
Duration
914 mi
Distance
$595
Average price
6 times a week
Frequency

Chicago to Middlebury (village) train times

Trains run 6 times a week between Chicago and Middlebury (village). The earliest departure is at 9:30 PM at night, and the last departure from Chicago is at 9:30 PM which arrives into Middlebury (village) at 8:45 PM. All services require a transfer, and take on average 22h 15m. The schedules shown below are for the next available departures.

Departing Sunday, October 18, 2026

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    Arrives next day

    AmtrakAmtrak22h 15m • 1 change

Departing Monday, October 19, 2026

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    Arrives next day

    AmtrakAmtrak22h 15m • 1 change

Departing Tuesday, October 20, 2026

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    Arrives next day

    AmtrakAmtrak22h 15m • 1 change

Departing Wednesday, October 21, 2026

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    Arrives next day

    AmtrakAmtrak22h 15m • 1 change

Departing Thursday, October 22, 2026

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    Arrives next day

    AmtrakAmtrak22h 15m • 1 change

Departing Friday, October 23, 2026

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    Arrives next day

    AmtrakAmtrak22h 15m • 1 change

Frequently asked questions

Want to know about travelling from Chicago to Middlebury (village)? We have put together a list of the most frequently asked questions from our users such as: What is the cheapest mode of transport? What is the quickest option? How much do tickets usually cost? and many more.

Map of how to get from Chicago to Middlebury (village).ExpandLaunch map view
  • Distance: 914.5 mi
  • Duration: 22h 15m

What companies run services between Chicago, IL, USA and Middlebury (village), VT, USA?

You can take a train from Chicago Union Station to Middlebury via Schenectady in around 20h 2m.

Operators