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Madison to Chicago trains

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Trip Overview

The average train between Madison and Chicago takes 26h 26m and the fastest train takes 22h 6m. The train runs, on average, 3 times per week from Madison 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 26m
Duration
984 mi
Distance
$632
Average price
3 times a week
Frequency

Madison to Chicago train times

Trains run 3 times a week between Madison and Chicago. The earliest departure is at 12:06 AM at night, and the last departure from Madison is at 1:06 PM which arrives into Chicago at 9:12 AM. All services require a transfer at Penn Station and take an average of 26h 26m. The schedules shown below are for the next available departures.

Departing Saturday, October 31, 2026

  •  → 

    Arrives next day

    NJ TransitAmtrakAmtrak22h 6m • 2 changes

Departing Sunday, November 1, 2026

  •  → 

    Arrives next day

    NJ TransitAmtrakAmtrak22h 6m • 2 changes

Departing Monday, November 2, 2026

  •  → 

    Arrives next day

    NJ TransitAmtrakAmtrak35h 6m • 2 changes

Frequently asked questions

Want to know about travelling from Madison 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 Madison to Chicago.ExpandLaunch map view
  • Distance: 984.4 mi
  • Duration: 26h 26m

What companies run services between Madison, NJ, USA and Chicago, IL, USA?

You can take a train from Madison to Chicago Union Station via Penn Station, Ny Moynihan Train Hall At Penn Station, and Croton-Harmon Amtrak Station in around 22h 26m.

Operators