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Ajax to Chicago trains

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Trip Overview

The average train between Ajax and Chicago takes 30h 34m and the fastest train takes 27h 56m. The train runs, on average, 6 times per week from Ajax 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.

30h 34m
Duration
536 mi
Distance
$298
Average price
6 times a week
Frequency

Ajax to Chicago train times

Trains run 6 times a week between Ajax and Chicago. The earliest departure is at 7:16 AM in the morning, and the last departure from Ajax is at 11:52 PM which arrives into Chicago at 9:12 AM. All services require a transfer at Toronto Union Station and take an average of 30h 34m. The schedules shown below are for the next available departures.

Departing Friday, October 30, 2026

  •  → 

    Arrives next day

    GO TransitVIA RailAmtrak27h 56m • 2 changes
  •  → 

    Arrives +2 days

    GO TransitVIA RailAmtrak35h 20m • 2 changes

Departing Saturday, October 31, 2026

  •  → 

    Arrives +2 days

    GO TransitVIA RailAmtrak36h 20m • 2 changes

Departing Monday, November 2, 2026

  •  → 

    Arrives next day

    GO TransitVIA RailAmtrak27h 56m • 2 changes

Departing Tuesday, November 3, 2026

  •  → 

    Arrives next day

    GO TransitVIA RailAmtrak27h 56m • 2 changes

Frequently asked questions

Want to know about travelling from Ajax 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 Ajax to Chicago.ExpandLaunch map view
  • Distance: 536.4 mi
  • Duration: 30h 34m

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

You can take a train from Ajax GO to Chicago Union Station via Toronto Union Station, Windsor, and Detroit in around 12h 28m.

Operators