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Chicago to Montauk trains

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Trip Overview

The train between Chicago and Montauk takes 44h 8m. The train runs, on average, once a week from Chicago to Montauk. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

44h 8m
Duration
1,073 mi
Distance
$673
Average price
Once a week
Frequency

Chicago to Montauk train times

Trains run once a week between Chicago and Montauk. The service departs Chicago at 9:30 PM at night, which arrives into Montauk at 18:38:00. All services require a transfer at Ny Moynihan Train Hall At Penn Station and take an average of 44h 8m. The schedules shown below are for the next available departures.

Departing Wednesday, October 28, 2026

  •  → 

    Arrives +2 days

    AmtrakLong Island Rail Road44h 8m • 1 change

Frequently asked questions

Want to know about travelling from Chicago to Montauk? 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 Montauk.ExpandLaunch map view
  • Distance: 1,073.3 mi
  • Duration: 44h 8m

What companies run services between Chicago, IL, USA and Montauk, NY, USA?

You can take a train from Chicago Union Station to Montauk via Ny Moynihan Train Hall At Penn Station and New York Penn Station in around 24h 29m.

Operators