The train between Oakville and Chicago takes 26h 27m. The train runs, on average, 6 times per week from Oakville 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.
Trains run 6 times a week between Oakville and Chicago. The earliest departure is at 8:45 AM in the morning, and the last departure from Oakville is at 8:45 AM which arrives into Chicago at 10:12 AM. All services require a transfer at Windsor and take an average of 26h 27m. The schedules shown below are for the next available departures.
Want to know about travelling from Oakville 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.
No, there is no direct train from Oakville to Chicago. However, there are services departing from Oakville station and arriving at Chicago station via Windsor. The journey, including transfers, takes approximately 26h 27m.
Oakville to Chicago train services, operated by VIA Rail, depart from Oakville station.
Oakville to Chicago train services, operated by VIA Rail, arrive at Chicago Union Station.
Book your Oakville to Chicago train tickets online with VIA Rail and Amtrak.
The distance between Oakville and Chicago is 672.5 km. The road distance is 786 km.
You can take a train from Oakville to Chicago Union Station via Windsor and Detroit in around 10h 13m.