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Chicago to Connecticut trains

Find Transport to Connecticut

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Trip Overview

The average train between Chicago and Connecticut takes 22h and the fastest train takes 21h 56m. The train runs, on average, 6 times per week from Chicago to Connecticut. 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
Duration
1,004 mi
Distance
$335
Average price
6 times a week
Frequency

Chicago to Connecticut train times

Trains run 6 times a week between Chicago and Connecticut. The earliest departure is at 9:30 PM at night, and the last departure from Chicago is at 9:30 PM which arrives into Connecticut at 8:26 PM. All services require a transfer at Croton-Harmon and take an average of 22h. The schedules shown below are for the next available departures.

Departing Wednesday, October 14, 2026

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    Arrives next day

    AmtrakMetro-North Railroad (MNR)Metro-North Railroad (MNR)21h 56m • 2 changes

Departing Thursday, October 15, 2026

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    Arrives next day

    AmtrakMetro-North Railroad (MNR)Metro-North Railroad (MNR)21h 56m • 2 changes

Departing Friday, October 16, 2026

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    Arrives next day

    AmtrakMetro-North Railroad (MNR)Metro-North Railroad (MNR)22h 10m • 2 changes

Departing Saturday, October 17, 2026

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    Arrives next day

    AmtrakMetro-North Railroad (MNR)Metro-North Railroad (MNR)22h 10m • 2 changes

Departing Sunday, October 18, 2026

  •  → 

    Arrives next day

    AmtrakMetro-North Railroad (MNR)Metro-North Railroad (MNR)21h 56m • 2 changes

Departing Monday, October 19, 2026

  •  → 

    Arrives next day

    AmtrakMetro-North Railroad (MNR)Metro-North Railroad (MNR)21h 56m • 2 changes

Frequently asked questions

Want to know about travelling from Chicago to Connecticut? 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 Connecticut.ExpandLaunch map view
  • Distance: 1,003.7 mi
  • Duration: 22h

What companies run services between Chicago, IL, USA and Connecticut, USA?

You can take a train from Chicago Union Station to Bridgeport via Croton-Harmon and 125th Street - Harlem in around 22h 11m.

Operators