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Chicago to Brattleboro trains

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Trip Overview

The average train between Chicago and Brattleboro takes 42h 49m and the fastest train takes 42h 26m. The train runs, on average, 5 times per week from Chicago to Brattleboro. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

42h 49m
Duration
976 mi
Distance
$634
Average price
5 times a week
Frequency

Chicago to Brattleboro train times

Trains run 5 times a week between Chicago and Brattleboro. The service departs Chicago at 9:30 PM at night, which arrives into Brattleboro at 16:53:00. All services require a transfer, and take on average 42h 49m. The schedules shown below are for the next available departures.

Departing Friday, October 30, 2026

  •  → 

    Arrives +2 days

    AmtrakAmtrak43h 23m • 1 change

Departing Saturday, October 31, 2026

  •  → 

    Arrives +2 days

    AmtrakAmtrak43h 26m • 1 change

Departing Sunday, November 1, 2026

  •  → 

    Arrives +2 days

    AmtrakAmtrak42h 26m • 1 change

Departing Monday, November 2, 2026

  •  → 

    Arrives +2 days

    AmtrakAmtrak42h 26m • 1 change

Departing Tuesday, November 3, 2026

  •  → 

    Arrives +2 days

    AmtrakAmtrak42h 26m • 1 change

Frequently asked questions

Want to know about travelling from Chicago to Brattleboro? 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 Brattleboro.ExpandLaunch map view
  • Distance: 976.4 mi
  • Duration: 42h 49m

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

You can take a train from Chicago Union Station to Brattleboro Station via Springfield in around 22h.

Operators