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Windsor to Milford trains

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Trip Overview

The average train between Windsor and Milford takes 29h 42m and the fastest train takes 29h 35m. The train runs, on average, 6 times per week from Windsor 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.

29h 42m
Duration
755 mi
Distance
$327
Average price
6 times a week
Frequency

Windsor to Milford train times

Trains run 6 times a week between Windsor and Milford. The earliest departure is at 5:40 PM in the evening, and the last departure from Windsor is at 5:40 PM which arrives into Milford at 11:24 PM. All services require a transfer at Aldershot and take an average of 29h 42m. The schedules shown below are for the next available departures.

Departing Saturday, October 10, 2026

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    Arrives next day

    VIA RailVIA RailMetro-North Railroad (MNR)Metro-North Railroad (MNR)29h 35m • 3 changes

Departing Sunday, October 11, 2026

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    Arrives next day

    VIA RailVIA RailMetro-North Railroad (MNR)Metro-North Railroad (MNR)29h 44m • 3 changes

Departing Monday, October 12, 2026

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    Arrives next day

    VIA RailVIA RailMetro-North Railroad (MNR)Metro-North Railroad (MNR)29h 44m • 3 changes

Departing Tuesday, October 13, 2026

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    Arrives next day

    VIA RailVIA RailMetro-North Railroad (MNR)Metro-North Railroad (MNR)29h 44m • 3 changes

Departing Wednesday, October 14, 2026

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    Arrives next day

    VIA RailVIA RailMetro-North Railroad (MNR)Metro-North Railroad (MNR)29h 44m • 3 changes

Departing Thursday, October 15, 2026

  •  → 

    Arrives next day

    VIA RailVIA RailMetro-North Railroad (MNR)Metro-North Railroad (MNR)29h 44m • 3 changes

Frequently asked questions

Want to know about travelling from Windsor 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 Windsor to Milford.ExpandLaunch map view
  • Distance: 755.2 mi
  • Duration: 29h 42m

What companies run services between Windsor, ON, Canada and Milford, CT, USA?

You can take a train from Windsor to Milford via Aldershot, Yonkers, and 125th Street - Harlem in around 18h 48m.

Operators