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How to get fromRichmond Hill to Chicagoby plane, train (Amtrak), bus (Flixbus, Greyhound), car, bus, subway, shuttle, 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, shuttle, 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 15m
    $337–1,111

  2. Bus

    cheapest
    1. Take the bus from Toronto Pearson Airport to Detroit Bus Stationbus bus FlixBus 2701 / ...
    2. Take the bus from Detroit Bus Station to Chicago Bus Stationbus bus Greyhound US0160
    15h 12m
    $88–165

  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 28m
    $158–411

  4. Drive 517.5 mi

    1. Drive from Richmond Hill to Chicagocar car 517.5 mi
    8h 44m
    $119–172

  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
    5h 59m
    $176–1,311

  6. Bus, line 1 subway to Toronto Island Airport, fly to Chicago Midway 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 Midway International Airport (MDW)plane plane YTZ - MDW
    5h 50m
    $146–441

  7. 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
    6h 21m
    $197–561

  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
    6h 44m
    $247–501

  9. Bus via Detroit

    1. Take the bus from Toronto Pearson Airport to Detroit Bus Stationbus bus FlixBus 2701 / ...
    2. Take the bus from Detroit to Chicago Union Stationbus bus Amtrak Thruway Connecting Service
    15h 24m
    $138–215

  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 39m
    $204–536

Richmond Hill to Chicago by train and car

Calendar20Weekly Services
Duration12h 28mAverage Duration
Ticket$158Cheapest Price
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Questions & Answers

Map of how to get from Richmond Hill to Chicago.ExpandLaunch map view
  • Distance: 473.7 mi
  • Duration: 5h 15m

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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