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

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There are 11 ways to get from Parry Sound to Chicago by bus, plane, train, bus (Flixbus, Greyhound), car, shuttle, or train (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 Parry Sound to Toronto Pearson Airportbus
    2. Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)planeYYZ - ORD
    7h 29m
    $180–539

  2. Bus

    cheapest
    1. Take the bus from Parry Sound to Toronto Pearson Airportbus
    2. Take the bus from Toronto Pearson Airport to Detroit Bus Stationbus
    3. Take the bus from Detroit Bus Station to Chicago Bus Stationbus
    17h 20m
    $88–234

  3. Bus, train

    1. Take the bus from Parry Sound to Toronto Pearson Airportbus
    2. Take the train from Toronto Union Station to Windsortrain
    3. Take the train from Detroit to Chicago Union Stationtrain
    15h 2m
    $105–321

  4. Drive 599.1 mi

    1. Drive from Parry Sound to Chicagocar599.1 mi
    11h 27m
    $138–198

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

    1. Take the bus from Parry Sound to Toronto Pearson Airportbus
    2. Take a shuttle bus from Pearson International Airport Terminal 1 to Buffalo Airportshuttle
    3. Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)planeBUF - MDW
    8h 45m
    $205–799

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

    1. Take the bus from Parry Sound to Toronto Pearson Airportbus
    2. Take a shuttle bus from Pearson International Airport Terminal 1 to Buffalo Airportshuttle
    3. Fly from Buffalo Niagara International Airport (BUF) to Chicago O'Hare International Airport (ORD)planeBUF - ORD
    9h 6m
    $180–609

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

    1. Take the bus from Parry Sound to Toronto Pearson Airportbus
    2. Fly from Toronto Island Airport (YTZ) to Chicago Midway International Airport (MDW)planeYTZ - MDW
    8h 32m
    $139–552

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

    1. Take the bus from Parry Sound to Toronto Pearson Airportbus
    2. Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)planeYTZ - ORD
    8h 43m
    $209–572

  9. Bus via Vaughan

    1. Take the bus from Parry Sound to VAUGHAN - HWY 407 terminalbus
    2. Take the bus from Toronto Pearson Airport to Detroit Bus Stationbus
    3. Take the bus from Detroit Bus Station to Chicago Bus Stationbus
    17h 40m
    $102–197

  10. Train via Detroit

    1. Take the train from Parry Sound to Toronto Union Stationtrain
    2. Take the train from Toronto Union Station to Windsortrain
    3. Take the train from Detroit to Chicago Union Stationtrain
    18h 7m
    $108–314

  11. Train

    1. Take the train from Parry Sound to Toronto Union Stationtrain
    2. Take the train from Toronto Union Station to Buffalotrain
    3. Take the train from Buffalo Depew Station to Chicago Union Stationtrain
    23h 8m
    $130–361

Parry Sound to Chicago by bus, train, and car

Calendar5Weekly Services
Duration15h 2mAverage Duration
Ticket$105Cheapest Price
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Questions & Answers

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

You can take a bus from Parry Sound to Chicago Bus Station via Toronto Pearson Airport and Detroit Bus Station in around 17h 20m. Alternatively, you can take a train from Parry Sound to Chicago Union Station via Toronto Union Station, Windsor, and Detroit in around 18h 7m.

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