Rome2Rio

Chicago to Middlebury College trains

Find Transport to Middlebury College

View schedule

Trip Overview

The average train between Chicago and Middlebury College takes 22h 25m and the fastest train takes 22h 15m. The train runs, on average, 6 times per week from Chicago to Middlebury College. 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 25m
Duration
915 mi
Distance
$592
Average price
6 times a week
Frequency

Chicago to Middlebury College train times

Trains run 6 times a week between Chicago and Middlebury College. The service departs Chicago at 9:30 PM at night, which arrives into Middlebury College at 20:45:00. All services require a transfer at Schenectady and take an average of 22h 25m. The schedules shown below are for the next available departures.

Departing Friday, October 30, 2026

  •  → 

    Arrives next day

    AmtrakAmtrak22h 15m • 1 change

Departing Saturday, October 31, 2026

  •  → 

    Arrives next day

    AmtrakAmtrak23h 15m • 1 change

Departing Sunday, November 1, 2026

  •  → 

    Arrives next day

    AmtrakAmtrak22h 15m • 1 change

Departing Monday, November 2, 2026

  •  → 

    Arrives next day

    AmtrakAmtrak22h 15m • 1 change

Departing Tuesday, November 3, 2026

  •  → 

    Arrives next day

    AmtrakAmtrak22h 15m • 1 change

Departing Wednesday, November 4, 2026

  •  → 

    Arrives next day

    AmtrakAmtrak22h 15m • 1 change

Frequently asked questions

Want to know about travelling from Chicago to Middlebury College? 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 College.ExpandLaunch map view
  • Distance: 915.3 mi
  • Duration: 22h 25m

What companies run services between Chicago, IL, USA and Middlebury College, VT, USA?

You can take a train from Chicago Union Station to Middlebury College via Schenectady and Middlebury in around 20h 19m.

Operators