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Gloucester to Chicago trains

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Trip Overview

The average train between Gloucester and Chicago takes 24h 29m and the fastest train takes 24h 16m. There is at least one train per day from Gloucester to Chicago. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

24h 29m
Duration
1,047 mi
Distance
$663
Average price
Once daily
Frequency

Gloucester to Chicago train times

Trains run once daily between Gloucester and Chicago. The earliest departure is at 10:09 AM in the morning, and the last departure from Gloucester is at 10:56 AM which arrives into Chicago at 10:12 AM. All services require a transfer at North Station and take an average of 24h 29m. The schedules shown below are for the next available departures.

Departing Tuesday, November 10, 2026

  •  → 

    Arrives next day

    MBTAMBTAAmtrak24h 16m • 2 changes

Departing Wednesday, November 11, 2026

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    Arrives next day

    MBTAMBTAAmtrak24h 16m • 2 changes

Departing Thursday, November 12, 2026

  •  → 

    Arrives next day

    MBTAMBTAAmtrak24h 16m • 2 changes

Departing Friday, November 13, 2026

  •  → 

    Arrives next day

    MBTAMBTAAmtrak24h 16m • 2 changes

Departing Saturday, November 14, 2026

  •  → 

    Arrives next day

    MBTAMBTAAmtrak25h 3m • 2 changes

Departing Sunday, November 15, 2026

  •  → 

    Arrives next day

    MBTAMBTAAmtrak25h 3m • 2 changes

Departing Monday, November 16, 2026

  •  → 

    Arrives next day

    MBTAMBTAAmtrak24h 16m • 2 changes

Frequently asked questions

Want to know about travelling from Gloucester to Chicago? 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 Gloucester to Chicago.ExpandLaunch map view
  • Distance: 1,046.9 mi
  • Duration: 24h 29m

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

You can take a train from Gloucester to Chicago Union Station via North Station, North Station, Back Bay, and Boston in around 24h 33m.

Operators