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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 train
    2. Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)plane plane YYZ - ORD
    5h 45m
    $188–462

  2. Bus

    cheapest
    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 Detroit Bus Station to Chicago Bus Stationbus bus
    15h 35m
    $75–169

  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
    $82–200

  4. Drive 514.2 mi

    1. Drive from Vaughan to Chicagocar car 514.2 mi
    8h 39m
    $118–170

  5. 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 train
    2. Take the tram from Toronto Union Station to Fleet St at Bathurst St West Sidetram tram
    3. Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)plane plane YTZ - ORD
    5h 48m
    $191–496

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

    1. Fly from Toronto Pearson International Airport (YYZ) to Chicago Midway International Airport (MDW)plane plane YYZ - MDW
    7h 15m
    $378–862

  7. 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 train
    2. Take the tram from Toronto Union Station to Fleet St at Bathurst St West Sidetram tram
    3. Fly from Toronto Island Airport (YTZ) to Chicago Midway International Airport (MDW)plane plane YTZ - MDW
    5h 38m
    $111–466

  8. 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 bus
    2. Fly from Buffalo Niagara International Airport (BUF) to Chicago O'Hare International Airport (ORD)plane plane BUF - ORD
    7h 25m
    $178–592

  9. 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 bus
    2. Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)plane plane BUF - MDW
    7h 15m
    $203–832

  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
    $95–307

Vaughan to Chicago by train and car

Calendar21Weekly Services
Duration12h 7mAverage Duration
Ticket$82Cheapest 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, Kitchener GO Bus, Kitchener, and Detroit Bus Station in around 15h 35m.

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