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Chicago to Gloucester trains

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Trip Overview

The average train between Chicago and Gloucester takes 23h 22m and the fastest train takes 23h 21m. The train runs, on average, 6 times per week from Chicago to Gloucester. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

23h 22m
Duration
1,047 mi
Distance
$673
Average price
6 times a week
Frequency

Chicago to Gloucester train times

Trains run 6 times a week between Chicago and Gloucester. The service departs Chicago at 9:30 PM at night, which arrives into Gloucester at 21:51:00. All services require a transfer at Boston and take an average of 23h 22m. The schedules shown below are for the next available departures.

Departing Tuesday, November 10, 2026

  •  → 

    Arrives next day

    AmtrakMBTAMBTA23h 21m • 2 changes

Departing Wednesday, November 11, 2026

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    Arrives next day

    AmtrakMBTAMBTA23h 21m • 2 changes

Departing Thursday, November 12, 2026

  •  → 

    Arrives next day

    AmtrakMBTAMBTA23h 21m • 2 changes

Departing Friday, November 13, 2026

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    Arrives next day

    AmtrakMBTAMBTA23h 24m • 2 changes

Departing Saturday, November 14, 2026

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    Arrives next day

    AmtrakMBTAMBTA23h 24m • 2 changes

Departing Sunday, November 15, 2026

  •  → 

    Arrives next day

    AmtrakMBTAMBTA23h 21m • 2 changes

Frequently asked questions

Want to know about travelling from Chicago to Gloucester? 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 Gloucester.ExpandLaunch map view
  • Distance: 1,046.9 mi
  • Duration: 23h 22m

What companies run services between Chicago, IL, USA and Gloucester, MA, USA?

You can take a train from Chicago Union Station to Gloucester via Boston, Back Bay, North Station, and North Station in around 24h 8m.

Operators