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Chicago to Milford trains

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Trip Overview

The average train between Chicago and Milford takes 22h 34m and the fastest train takes 22h 25m. The train runs, on average, 6 times per week from Chicago to Milford. 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 34m
Duration
987 mi
Distance
$294
Average price
6 times a week
Frequency

Chicago to Milford train times

Trains run 6 times a week between Chicago and Milford. The earliest departure is at 9:30 PM at night, and the last departure from Chicago is at 9:30 PM which arrives into Milford at 8:55 PM. All services require a transfer at Springfield and take an average of 22h 34m. The schedules shown below are for the next available departures.

Departing Saturday, October 10, 2026

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    Arrives next day

    AmtrakAmtrakMetro-North Railroad (MNR)23h 22m • 2 changes

Departing Sunday, October 11, 2026

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    Arrives next day

    AmtrakAmtrakMetro-North Railroad (MNR)22h 25m • 2 changes

Departing Monday, October 12, 2026

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    Arrives next day

    AmtrakAmtrakMetro-North Railroad (MNR)22h 25m • 2 changes

Departing Tuesday, October 13, 2026

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    Arrives next day

    AmtrakAmtrakMetro-North Railroad (MNR)22h 25m • 2 changes

Departing Wednesday, October 14, 2026

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    Arrives next day

    AmtrakAmtrakMetro-North Railroad (MNR)22h 25m • 2 changes

Departing Thursday, October 15, 2026

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    Arrives next day

    AmtrakAmtrakMetro-North Railroad (MNR)22h 25m • 2 changes

Frequently asked questions

Want to know about travelling from Chicago to Milford? 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 Milford.ExpandLaunch map view
  • Distance: 987.1 mi
  • Duration: 22h 34m

What companies run services between Chicago, IL, USA and Milford, CT, USA?

You can take a train from Chicago Union Station to Milford via Springfield and New Haven in around 22h 11m.

Operators