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Toronto to Chicago trains

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Trip Overview

The average train between Toronto and Chicago takes 29h 46m and the fastest train takes 27h 16m. The train runs, on average, 3 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.

29h 46m
Duration
515 mi
Distance
$294
Average price
3 times a week
Frequency

Toronto to Chicago train times

Trains run 3 times a week between Toronto and Chicago. The earliest departure is at 1:26 AM at night, and the last departure from Toronto is at 7:55 AM which arrives into Chicago at 10:12 AM. All services require a transfer at Union Station - Northbound Platform Towards Finch and take an average of 29h 46m. The schedules shown below are for the next available departures.

Departing Friday, October 30, 2026

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    Arrives next day

    Toronto Transit Commission (TTC)VIA RailAmtrak27h 16m • 2 changes

Departing Saturday, October 31, 2026

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    Arrives next day

    Toronto Transit Commission (TTC)VIA RailAmtrak27h 18m • 2 changes

Departing Sunday, November 1, 2026

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    Arrives next day

    Toronto Transit Commission (TTC)VIA RailAmtrak34h 45m • 2 changes

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: 515.1 mi
  • Duration: 29h 46m

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

You can take a subway from Cedarvale Station - Southbound Platform to Chicago Union Station via Union Station - Northbound Platform Towards Finch, Toronto Union Station, Windsor, and Detroit in around 11h 57m.

Operators