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Milwaukee to Sleepy Hollow trains

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Trip Overview

The average train between Milwaukee and Sleepy Hollow takes 21h 39m and the fastest train takes 21h 38m. The train runs, on average, 6 times per week from Milwaukee to Sleepy Hollow. 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 39m
Duration
1,017 mi
Distance
$304
Average price
6 times a week
Frequency

Milwaukee to Sleepy Hollow train times

Trains run 6 times a week between Milwaukee and Sleepy Hollow. The earliest departure is at 7:35 PM in the evening, and the last departure from Milwaukee is at 7:35 PM which arrives into Sleepy Hollow at 6:13 PM. All services require a transfer at Chicago Union Station and take an average of 21h 39m. The schedules shown below are for the next available departures.

Departing Friday, October 9, 2026

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    Arrives next day

    AmtrakAmtrakMetro-North Railroad (MNR)21h 43m • 2 changes

Departing Saturday, October 10, 2026

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    Arrives next day

    AmtrakAmtrakMetro-North Railroad (MNR)21h 43m • 2 changes

Departing Sunday, October 11, 2026

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    Arrives next day

    AmtrakAmtrakMetro-North Railroad (MNR)21h 38m • 2 changes

Departing Monday, October 12, 2026

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    Arrives next day

    AmtrakAmtrakMetro-North Railroad (MNR)21h 38m • 2 changes

Departing Tuesday, October 13, 2026

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    Arrives next day

    AmtrakAmtrakMetro-North Railroad (MNR)21h 38m • 2 changes

Departing Wednesday, October 14, 2026

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    Arrives next day

    AmtrakAmtrakMetro-North Railroad (MNR)21h 38m • 2 changes

Frequently asked questions

Want to know about travelling from Milwaukee to Sleepy Hollow? 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 Milwaukee to Sleepy Hollow.ExpandLaunch map view
  • Distance: 1,016.7 mi
  • Duration: 21h 39m

What companies run services between Milwaukee, WI, USA and Sleepy Hollow, NY, USA?

You can take a train from Milwaukee to Tarrytown via Chicago Union Station and Croton-Harmon in around 22h 17m.

Operators