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Windsor to Milford trains

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Trip Overview

The average train between Windsor and Milford takes 29h 52m and the fastest train takes 29h 44m. 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 52m
Duration
755 mi
Distance
$329
Average price
6 times a week
Frequency

Windsor to Milford train times

Trains run 6 times a week between Windsor and Milford. The service departs Windsor at 5:40 PM in the evening, which arrives into Milford at 23:15:00. All services require a transfer at Aldershot and take an average of 29h 52m. The schedules shown below are for the next available departures.

Departing Saturday, October 31, 2026

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    Arrives next day

    VIA RailVIA RailMetro-North Railroad (MNR)Metro-North Railroad (MNR)30h 35m • 3 changes

Departing Sunday, November 1, 2026

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    Arrives next day

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

Departing Monday, November 2, 2026

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    Arrives next day

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

Departing Tuesday, November 3, 2026

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    Arrives next day

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

Departing Wednesday, November 4, 2026

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    Arrives next day

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

Departing Thursday, November 5, 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 52m

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 44m.

Operators