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Long Island to Chicago trains

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Trip Overview

The average train between Long Island and Chicago takes 26h 19m and the fastest train takes 20h. The train runs, on average, 2 times per week from Long Island 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.

26h 19m
Duration
962 mi
Distance
$603
Average price
Twice a week
Frequency

Long Island to Chicago train times

Trains run twice a week between Long Island and Chicago. The earliest departure is at 2:33 AM at night, and the last departure from Long Island is at 3:11 PM which arrives into Chicago at 10:12 AM. All services require a transfer at 34 St-Penn Station and take an average of 26h 19m. The schedules shown below are for the next available departures.

Departing Friday, October 30, 2026

  •  → 

    Arrives next day

    MTAAmtrak20h • 1 change

Departing Saturday, October 31, 2026

  •  → 

    Arrives next day

    MTAAmtrak32h 39m • 1 change

Frequently asked questions

Want to know about travelling from Long Island 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 Long Island to Chicago.ExpandLaunch map view
  • Distance: 962.4 mi
  • Duration: 26h 19m

What companies run services between Long Island, Suffolk County, NY, USA and Chicago, IL, USA?

Amtrak operates a train from Ny Moynihan Train Hall At Penn Station to Chicago Union Station once daily. Tickets cost $500–850 and the journey takes 19h 32m.

Operators