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

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There are 10 ways to get from Collingwood to Chicago by bus, plane, train, bus (Flixbus, Greyhound), car, 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 Collingwood Main Terminal to Toronto Pearson Airportbus bus
    2. Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)plane plane YYZ - ORD
    6h 45m
    $346–1,129

  2. Bus

    cheapest
    1. Take the bus from Collingwood Main Terminal to Toronto Pearson Airportbus bus
    2. Take the bus from Toronto Pearson Airport to Detroit Bus Stationbus bus
    3. Take the bus from Detroit Bus Station to Chicago Bus Stationbus bus
    16h 15m
    $89–174

  3. Bus, train via Detroit

    1. Take the bus from Collingwood Main Terminal to Vaughan - Pioneer Villagebus bus
    2. Take the train from Toronto Union Station to Windsortrain train
    3. Take the train from Detroit to Chicago Union Stationtrain train
    14h 9m
    $165–428

  4. Drive 512.9 mi

    1. Drive from Collingwood to Chicagocar car 512.9 mi
    9h 55m
    $118–170

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

    1. Take the bus from Collingwood Main Terminal to Vaughan - Pioneer Villagebus bus
    2. Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)plane plane YTZ - ORD
    7h 29m
    $196–1,330

  6. Bus, shuttle to Buffalo Niagara International Airport, fly to Chicago Midway International Airport

    1. Take the bus from Collingwood Main Terminal to Toronto Pearson Airportbus bus
    2. Take a shuttle bus from Pearson International Airport Terminal 1 to Buffalo Airportshuttle bus
    3. Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)plane plane BUF - MDW
    7h 51m
    $266–519

  7. Bus to Toronto Island Airport, fly to Chicago Midway International Airport

    1. Take the bus from Collingwood Main Terminal to Vaughan - Pioneer Villagebus bus
    2. Fly from Toronto Island Airport (YTZ) to Chicago Midway International Airport (MDW)plane plane YTZ - MDW
    7h 20m
    $156–460

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

    1. Take the bus from Collingwood Main Terminal to Toronto Pearson Airportbus bus
    2. Take a shuttle bus from Pearson International Airport Terminal 1 to Buffalo Airportshuttle bus
    3. Fly from Buffalo Niagara International Airport (BUF) to Chicago O'Hare International Airport (ORD)plane plane BUF - ORD
    8h 14m
    $276–449

  9. Bus via Detroit

    1. Take the bus from Collingwood Main Terminal to Toronto Pearson Airportbus bus
    2. Take the bus from Toronto Pearson Airport to Detroit Bus Stationbus bus
    3. Take the bus from Detroit to Chicago Union Stationbus bus
    16h 27m
    $144–229

  10. Bus, train

    1. Take the bus from Collingwood Main Terminal to Torontobus bus
    2. Take the train from Toronto Union Station to Buffalotrain train
    3. Take the train from Buffalo Depew Station to Chicago Union Stationtrain train
    19h 34m
    $217–558

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

Calendar7Weekly Services
Duration14h 9mAverage Duration
Ticket$165Cheapest Price
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Questions & Answers

Map of how to get from Collingwood to Chicago.ExpandLaunch map view
  • Distance: 540.9 mi
  • Duration: 6h 45m

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

You can take a bus from Collingwood Main Terminal to Chicago Bus Station via Toronto Pearson Airport and Detroit Bus Station in around 16h 15m.

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