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

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There are 11 ways to get from Woodbridge to Chicago by bus, plane, train (Amtrak), bus (Flixbus, Greyhound), car, 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. Bus to Toronto Pearson International Airport, fly to Chicago O'Hare International Airport

    best
    1. Take the bus from Hwy 7 / Islington to Highway 7 / Millway Avbus bus
    2. Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)plane plane YYZ - ORD
    5h 34m
    $340–1,117

  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 35m
    $81–156

  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 32m
    $155–409

  4. Drive 506.6 mi

    1. Drive from Woodbridge to Chicagocar car 506.6 mi
    8h 32m
    $116–168

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

    1. Take the bus from Hwy 7 / Islington to Highway 7 / Millway Avbus bus
    2. Take the subway from Vaughan Metropolitan Centre Station - Southbound Platform to Union Station - Northbound Platform Towards Finchsubway subway
    3. Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)plane plane YTZ - ORD
    5h 55m
    $186–1,311

  6. Bus, line 1 subway to Toronto Island Airport, fly to Chicago Midway International Airport

    1. Take the bus from Hwy 7 / Islington to Highway 7 / Millway Avbus bus
    2. Take the subway from Vaughan Metropolitan Centre Station - Southbound Platform to Union Station - Northbound Platform Towards Finchsubway subway
    3. Fly from Toronto Island Airport (YTZ) to Chicago Midway International Airport (MDW)plane plane YTZ - MDW
    5h 46m
    $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 40m
    $260–507

  8. 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
    6h 55m
    $490–967

  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 bus
    2. Fly from Buffalo Niagara International Airport (BUF) to Chicago O'Hare International Airport (ORD)plane plane BUF - ORD
    7h 3m
    $270–437

  10. Bus via Mississauga

    1. Take the bus from Mississauga to Detroit Bus Stationbus bus FlixBus N2706
    2. Take the bus from Detroit to Chicago Union Stationbus bus Amtrak Thruway Connecting Service
    16h 6m
    $135–214

  11. 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 35m
    $204–536

Woodbridge to Chicago by bus, subway, train, and car

Calendar21Weekly Services
Duration12h 32mAverage Duration
Ticket$155Cheapest Price
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Questions & Answers

Map of how to get from Woodbridge to Chicago.ExpandLaunch map view
  • Distance: 470.5 mi
  • Duration: 5h 34m

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

You can take a bus from Highway 7 / Pine Valley Dr to Chicago Union Station via Highway 7 / Millway Av, Vaughan Metropolitan Centre Station - Southbound Platform, Union Station - Northbound Platform Towards Finch, Toronto Union Station, Windsor, and Detroit in around 12h 32m. Alternatively, you can take a bus from Hwy 7 at Islington Ave WB to Chicago Bus Station via Bramalea Terminal Route 115 Stop, Pearson International Airport Terminal 1, Toronto Pearson Airport, and Detroit Bus Station in around 15h 35m.

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