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Toronto to Chicago trains

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Trip Overview

The train between Toronto and Chicago takes 26h 52m. The train runs, on average, 6 times per week from Toronto 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 52m
Duration
509 mi
Distance
$287
Average price
6 times a week
Frequency

Toronto to Chicago train times

Trains run 6 times a week between Toronto and Chicago. The service departs Toronto at 8:20 AM in the morning, which arrives into Chicago at 10:12:00. All services require a transfer at Windsor and take an average of 26h 52m. The schedules shown below are for the next available departures.

Departing Sunday, November 8, 2026

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    Arrives next day

    VIA RailAmtrak26h 52m • 1 change

Departing Monday, November 9, 2026

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    Arrives next day

    VIA RailAmtrak26h 52m • 1 change

Departing Tuesday, November 10, 2026

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    Arrives next day

    VIA RailAmtrak26h 52m • 1 change

Departing Wednesday, November 11, 2026

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    Arrives next day

    VIA RailAmtrak26h 52m • 1 change

Departing Thursday, November 12, 2026

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    Arrives next day

    VIA RailAmtrak26h 52m • 1 change

Departing Friday, November 13, 2026

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    Arrives next day

    VIA RailAmtrak26h 52m • 1 change

Frequently asked questions

Want to know about travelling from Toronto 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 Toronto to Chicago.ExpandLaunch map view
  • Distance: 509.5 mi
  • Duration: 26h 52m

What companies run services between Toronto, ON, Canada and Chicago, IL, USA?

You can take a train from Toronto Union Station to Chicago Union Station via Windsor and Detroit in around 10h 38m.

Operators