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Chicago to Madison trains

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Trip Overview

The average train between Chicago and Madison takes 25h 42m and the fastest train takes 22h 45m. The train runs, on average, 6 times per week from Chicago to Madison. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

25h 42m
Duration
999 mi
Distance
$639
Average price
6 times a week
Frequency

Chicago to Madison train times

Trains run 6 times a week between Chicago and Madison. The service departs Chicago at 9:30 PM at night, which arrives into Madison at 21:15:00. All services require a transfer at Springfield and take an average of 25h 42m. The schedules shown below are for the next available departures.

Departing Wednesday, November 11, 2026

  •  → 

    Arrives next day

    AmtrakAmtrakAmtrak22h 45m • 2 changes

Departing Thursday, November 12, 2026

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    Arrives next day

    AmtrakAmtrakAmtrak22h 45m • 2 changes

Departing Friday, November 13, 2026

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    Arrives +2 days

    AmtrakAmtrakAmtrak38h 55m • 2 changes

Departing Saturday, November 14, 2026

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    Arrives next day

    AmtrakAmtrakAmtrak24h 20m • 2 changes

Departing Sunday, November 15, 2026

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    Arrives next day

    AmtrakAmtrakAmtrak22h 45m • 2 changes

Departing Monday, November 16, 2026

  •  → 

    Arrives next day

    AmtrakAmtrakAmtrak22h 45m • 2 changes

Frequently asked questions

Want to know about travelling from Chicago to Madison? 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 Madison.ExpandLaunch map view
  • Distance: 999.2 mi
  • Duration: 25h 42m

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

You can take a train from Chicago Union Station to Madison via Springfield and New Haven in around 22h 49m.

Operators