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

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

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 Toronto Union Stationtrain
    2. Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)planeYYZ - ORD
    5h 45m
    $167–442

  2. Bus

    cheapest
    1. Take the bus from Toronto Pearson Airport to Detroit Bus StationbusFlixBus N2706 / ...
    2. Take the bus from Detroit Bus Station to Chicago Bus StationbusGreyhound US0160
    15h 30m
    $77–225

  3. Train via Detroit

    1. Take the train from Toronto Union Station to WindsortrainVIA Rail
    2. Take the train from Detroit to Chicago Union StationtrainWolverine
    12h 7m
    $86–235

  4. Drive 514.2 mi

    1. Drive from Vaughan to Chicagocar514.2 mi
    8h 35m
    $118–170

  5. Train, line 509 tram to Toronto Island Airport, fly to Chicago Midway International Airport

    1. Take the train from Rutherford GO to Toronto Union Stationtrain
    2. Take the tram from Toronto Union Station to Fleet St at Bathurst St West Sidetram
    3. Fly from Toronto Island Airport (YTZ) to Chicago Midway International Airport (MDW)planeYTZ - MDW
    5h 38m
    $130–446

  6. Train, line 509 tram to Toronto Island Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Rutherford GO to Toronto Union Stationtrain
    2. Take the tram from Toronto Union Station to Fleet St at Bathurst St West Sidetram
    3. Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)planeYTZ - ORD
    5h 48m
    $190–496

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

    1. Fly from Toronto Pearson International Airport (YYZ) to Chicago Midway International Airport (MDW)planeYYZ - MDW
    7h 20m
    $337–812

  8. Shuttle to Buffalo Niagara International Airport, fly to Chicago Midway International Airport

    1. Take a shuttle bus from Pearson International Airport Terminal 1 to Buffalo Airportshuttle
    2. Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)planeBUF - MDW
    7h
    $197–722

  9. Shuttle to Buffalo Niagara International Airport, fly to Chicago O'Hare International Airport

    1. Take a shuttle bus from Pearson International Airport Terminal 1 to Buffalo Airportshuttle
    2. Fly from Buffalo Niagara International Airport (BUF) to Chicago O'Hare International Airport (ORD)planeBUF - ORD
    7h 23m
    $172–552

  10. Train

    1. Take the train from Toronto Union Station to BuffalotrainVIA Rail
    2. Take the train from Buffalo Depew Station to Chicago Union StationtrainLake Shore Limited
    17h 8m
    $93–282

Vaughan to Chicago by train and car

Calendar21Weekly Services
Duration12h 7mAverage Duration
Ticket$86Cheapest Price
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Questions & Answers

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 Rutherford GO Bus to Chicago Bus Station via Hwy 407 Bus Terminal, Pearson International Airport Terminal 1, Toronto Pearson Airport, and Detroit Bus Station in around 15h 30m.

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