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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 bus
    2. Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)plane plane YYZ - ORD
    7h 28m
    $200–495

  2. Bus

    cheapest
    1. Take the bus from Parry Sound 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 55m
    $82–170

  3. Bus, train

    1. Take the bus from Parry Sound to Toronto Pearson Airportbus bus
    2. Take the train from Toronto Union Station to Windsortrain train
    3. Take the train from Detroit to Chicago Union Stationtrain train
    15h 1m
    $135–312

  4. Drive 599.1 mi

    1. Drive from Parry Sound to Chicagocar car 599.1 mi
    11h 32m
    $138–198

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

    1. Take the bus from Parry Sound to Toronto Pearson Airportbus bus
    2. Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)plane plane YTZ - ORD
    8h 22m
    $236–644

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

    1. Take the bus from Parry Sound 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
    8h 36m
    $210–805

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

    1. Take the bus from Parry Sound to Toronto Pearson Airportbus bus
    2. Fly from Toronto Island Airport (YTZ) to Chicago Midway International Airport (MDW)plane plane YTZ - MDW
    8h 11m
    $126–594

  8. 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 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 59m
    $185–625

  9. Train via Detroit

    1. Take the train from Parry Sound to Toronto Union Stationtrain train
    2. Take the train from Toronto Union Station to Windsortrain train
    3. Take the train from Detroit to Chicago Union Stationtrain train
    18h 7m
    $139–362

  10. Bus via Kitchener

    1. Take the bus from Parry Sound to Vaughan - Hwy 407bus bus
    2. Take the bus from Hwy 407 Bus Terminal to Kitchener GO Busbus bus 30 / ...
    3. Take the bus from Kitchener to Detroit Bus Stationbus bus
    4. Take the bus from Detroit Bus Station to Chicago Bus Stationbus bus
    18h 27m
    $102–194

  11. Train

    1. Take the train from Parry Sound to Toronto Union Stationtrain train
    2. Take the train from Toronto Union Station to Buffalotrain train
    3. Take the train from Buffalo Depew Station to Chicago Union Stationtrain train
    23h 8m
    $191–499

Parry Sound to Chicago by bus, train, and car

Calendar5Weekly Services
Duration15h 1mAverage Duration
Ticket$135Cheapest 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 16h 55m. 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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