Rome2Rio

Toronto to Chicago trains

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Trip Overview

The average train between Toronto and Chicago takes 28h 22m and the fastest train takes 27h 17m. 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.

28h 22m
Duration
515 mi
Distance
$284
Average price
6 times a week
Frequency

Toronto to Chicago train times

Trains run 6 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 7:54 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 28h 22m. The schedules shown below are for the next available departures.

Departing Wednesday, November 11, 2026

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    Arrives next day

    Toronto Transit Commission (TTC)VIA RailAmtrak27h 17m • 2 changes

Departing Thursday, November 12, 2026

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    Arrives next day

    Toronto Transit Commission (TTC)VIA RailAmtrak27h 17m • 2 changes

Departing Friday, November 13, 2026

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    Arrives next day

    Toronto Transit Commission (TTC)VIA RailAmtrak27h 17m • 2 changes

Departing Saturday, November 14, 2026

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    Arrives next day

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

Departing Sunday, November 15, 2026

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    Arrives next day

    Toronto Transit Commission (TTC)VIA RailAmtrak33h 45m • 2 changes

Departing Monday, November 16, 2026

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    Arrives next day

    Toronto Transit Commission (TTC)VIA RailAmtrak27h 17m • 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: 28h 22m

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 58m.

Operators