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How to get fromRichmond Hill to Chicagoby plane, train (Amtrak), bus (Flixbus, Greyhound), car, bus, subway, or bus (Flixbus, Amtrak)

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There are 10 ways to get from Richmond Hill to Chicago by plane, train (Amtrak), bus (Flixbus, Greyhound), car, bus, subway, 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. Fly Toronto Pearson International Airport to Chicago O'Hare International Airport

    best
    1. Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)plane plane YYZ - ORD
    5h 25m
    $46–260

  2. 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 28m
    $211–459

  3. 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 34m
    $87–149

  4. Drive  514.3 mi

    1. Drive from Richmond Hill to Chicagocar car 514.3 mi
    8h 39m
    $106–153

  5. Bus, line 1 subway to Toronto Island Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Yonge St / Hopkins St to Finch Go Bus Terminal Platform 8bus bus
    2. Take the subway from Finch Station - Southbound Platform to Union Station - Northbound Platform Towards Vaughan Metropolitan Centresubway subway
    3. Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)plane plane YTZ - ORD
    6h 25m
    $207–1,325

  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 16m
    $61–360

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

    1. Take the bus from Toronto Pearson Airport to Buffalo Niagara International Airportbus bus
    2. Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)plane plane BUF - MDW
    8h 36m
    $203–346

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

    1. Take the bus from Toronto Pearson Airport to Buffalo Niagara International Airportbus bus
    2. Fly from Buffalo Niagara International Airport (BUF) to Chicago O'Hare International Airport (ORD)plane plane BUF - ORD
    8h 56m
    $193–336

  9. Bus via Kitchener

    1. Take the bus from Bramalea GO Bus 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 20m

  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 54m
    $324–626

Richmond Hill to Chicago by train and car

Calendar20Weekly Services
Duration12h 28mAverage Duration
Ticket$211Cheapest Price
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Comparing Your Travel Options

Map of how to get from Richmond Hill to Chicago.ExpandLaunch map view
  • Distance: 473.7 mi
  • Duration: 5h 25m

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

American Airlines, Air Canada, and United Airlines fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD) hourly. Alternatively, you can take a train from Richmond Hill GO to Chicago Union Station via Toronto Union Station, Windsor, and Detroit in around 12h 28m.

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Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

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