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Milford to Chicago trains

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Trip Overview

The average train between Milford and Chicago takes 21h 41m and the fastest train takes 21h 38m. There is at least one train per day from Milford 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.

21h 41m
Duration
1,012 mi
Distance
$308
Average price
Once daily
Frequency

Milford to Chicago train times

Trains run once daily between Milford and Chicago. The earliest departure is at 1:21 PM in the afternoon, and the last departure from Milford is at 1:34 PM which arrives into Chicago at 10:12 AM. All services require a transfer at 125th Street - Harlem and take an average of 21h 41m. The schedules shown below are for the next available departures.

Departing Saturday, October 10, 2026

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    Arrives next day

    Metro-North Railroad (MNR)Metro-North Railroad (MNR)Amtrak21h 51m • 2 changes

Departing Sunday, October 11, 2026

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    Arrives next day

    Metro-North Railroad (MNR)Metro-North Railroad (MNR)Amtrak21h 51m • 2 changes

Departing Monday, October 12, 2026

  •  → 

    Arrives next day

    Metro-North Railroad (MNR)Metro-North Railroad (MNR)Amtrak21h 38m • 2 changes

Departing Tuesday, October 13, 2026

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    Arrives next day

    Metro-North Railroad (MNR)Metro-North Railroad (MNR)Amtrak21h 38m • 2 changes

Departing Wednesday, October 14, 2026

  •  → 

    Arrives next day

    Metro-North Railroad (MNR)Metro-North Railroad (MNR)Amtrak21h 38m • 2 changes

Departing Thursday, October 15, 2026

  •  → 

    Arrives next day

    Metro-North Railroad (MNR)Metro-North Railroad (MNR)Amtrak21h 38m • 2 changes

Departing Friday, October 16, 2026

  •  → 

    Arrives next day

    Metro-North Railroad (MNR)Metro-North Railroad (MNR)Amtrak21h 38m • 2 changes

Frequently asked questions

Want to know about travelling from Milford 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 Milford to Chicago.ExpandLaunch map view
  • Distance: 1,011.5 mi
  • Duration: 21h 41m

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

You can take a train from Milford to Chicago Union Station via 125th Street - Harlem and Croton-Harmon Amtrak Station in around 22h 41m.

Operators