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How to get fromVaughan to Chicagoby train, plane, train (Amtrak), bus (Flixbus, Greyhound), car, bus, or bus (Flixbus, Amtrak)

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There are 10 ways to get from Vaughan to Chicago by train, plane, train (Amtrak), bus (Flixbus, Greyhound), car, bus, or bus (Flixbus, Amtrak)

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Train to Toronto Pearson International Airport, fly to Chicago O'Hare International Airport

    best
    1. Take the train from Rutherford GO to Union Station GOtrain train
    2. Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)plane plane YYZ - ORD
    5h 48m
    $397–1,012

  2. Fly Toronto Pearson International Airport to Chicago Midway International Airport

    cheapest
    1. Fly from Toronto Pearson International Airport (YYZ) to Chicago Midway International Airport (MDW)plane plane YYZ - MDW
    7h 7m
    $52–312

  3. Train via Detroit

    1. Take the train from Toronto Union Station to Windsortrain train VIA Rail
    2. Take the train from Detroit to Chicago Union Stationtrain train Wolverine
    12h 7m
    $136–420

  4. Bus

    1. Take the bus from Toronto Pearson Airport to Detroit Bus Stationbus bus FlixBus N2706 / ...
    2. Take the bus from Detroit Bus Station to Chicago Bus Stationbus bus Greyhound US0160
    15h 24m
    $82–138

  5. Drive  510.7 mi

    1. Drive from Vaughan to Chicagocar car 510.7 mi
    8h 35m
    $117–169

  6. Fly Toronto Island Airport to Chicago O'Hare International Airport

    1. Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)plane plane YTZ - ORD
    5h 39m
    $207–1,412

  7. Bus to Buffalo Niagara International Airport, fly to Chicago Midway International Airport

    1. Take the bus from Toronto to Buffalobus bus
    2. Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)plane plane BUF - MDW
    9h 25m
    $187–377

  8. Bus to Buffalo Niagara International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Toronto to Buffalobus bus
    2. Fly from Buffalo Niagara International Airport (BUF) to Chicago O'Hare International Airport (ORD)plane plane BUF - ORD
    9h 50m
    $197–367

  9. Bus via Kitchener

    1. Take the bus from Hwy 407 Bus Terminal to Kitchener GO Busbus bus 30
    2. Take the bus from Kitchener to Detroit Bus Stationbus bus
    3. Take the bus from Dearborn to Chicago Union Stationbus bus
    16h 5m
    $110–159

  10. Train

    1. Take the train from Toronto Union Station to Buffalotrain train VIA Rail
    2. Take the train from Buffalo Depew Station to Chicago Union Stationtrain train Lake Shore Limited
    17h 8m
    $175–547

Vaughan to Chicago by train and car

Calendar21Weekly Services
Duration12h 7mAverage Duration
Ticket$136Cheapest Price
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Comparing Your Travel Options

Map of how to get from Vaughan to Chicago.ExpandLaunch map view
  • Distance: 486.9 mi
  • Duration: 5h 48m

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

You can take a train from Rutherford GO to Chicago Union Station via Toronto Union Station, Windsor, and Detroit in around 12h 7m. Alternatively, you can take a bus from Vaughan Mills Terminal Platform 2 to Chicago Bus Station via Highway 407 Terminal Platform 3, Hwy 407 Bus Terminal, Pearson International Airport Terminal 1, Toronto Pearson Airport, and Detroit Bus Station in around 15h 24m.

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Want to know more about travelling around United States

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