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Hempstead to Chicago trains

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Trip Overview

The average train between Hempstead and Chicago takes 33h 37m and the fastest train takes 22h 6m. The train runs, on average, 2 times per week from Hempstead 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.

33h 37m
Duration
978 mi
Distance
$612
Average price
Twice a week
Frequency

Hempstead to Chicago train times

Trains run twice a week between Hempstead and Chicago. The earliest departure is at 1:06 PM in the afternoon, and the last departure from Hempstead is at 2:04 PM which arrives into Chicago at 10:12 AM. All services require a transfer at Jamaica and take an average of 33h 37m. The schedules shown below are for the next available departures.

Departing Tuesday, November 3, 2026

  •  → 

    Arrives next day

    Long Island Rail RoadLong Island Rail RoadAmtrak22h 6m • 2 changes
  •  → 

    Arrives +2 days

    Long Island Rail RoadLong Island Rail RoadAmtrak45h 8m • 2 changes

Frequently asked questions

Want to know about travelling from Hempstead 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 Hempstead to Chicago.ExpandLaunch map view
  • Distance: 978.1 mi
  • Duration: 33h 37m

What companies run services between Hempstead, 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