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How to get fromChicago to Simcoe Countyby plane, bus, train (Amtrak), bus (Greyhound, Flixbus), car, shuttle or train

Find Transport to Simcoe County

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There are 10 ways to get from Chicago to Simcoe County by plane, bus, train (Amtrak), bus (Greyhound, Flixbus), car, shuttle, or train

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 Chicago O'Hare International Airport to Toronto Pearson International Airport, bus

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Toronto Pearson International Airport (YYZ)plane plane ORD - YYZ
    2. Take the bus from Toronto Pearson Airport to Barriebus bus
    6h 34m
    $307–778

  2. Bus

    cheapest
    1. Take the bus from Chicago Bus Station to Detroit Bus Stationbus bus
    2. Take the bus from Detroit Bus Station to Toronto Pearson Airportbus bus
    3. Take the bus from Toronto Pearson Airport to Barriebus bus
    15h 30m
    $144–269

  3. Train via Detroit

    1. Take the train from Chicago Union Station to Detroittrain train
    2. Take the train from Windsor to Toronto Union Stationtrain train
    3. Take the train from Union Station GO to Allandale Waterfront GOtrain train Br
    13h 45m
    $219–449

  4. Drive 846.6 km

    1. Drive from Chicago to Simcoe Countycar car 846.6 km
    10h 10m
    $168–243

  5. Fly Chicago Midway International Airport to Buffalo Niagara International Airport, shuttle, bus

    1. Fly from Chicago Midway International Airport (MDW) to Buffalo Niagara International Airport (BUF)plane plane MDW - BUF
    2. Take a shuttle bus from Buffalo Airport to Pearson International Airport Terminal 1shuttle bus
    3. Take the bus from Toronto Pearson Airport to Barriebus bus
    7h 36m
    $437–1,838

  6. Fly Chicago O'Hare International Airport to Toronto Island Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Toronto Island Airport (YTZ)plane plane ORD - YTZ
    2. Take the train from Union Station GO to Allandale Waterfront GOtrain train
    7h 46m
    $354–834

  7. Fly Chicago O'Hare International Airport to Buffalo Niagara International Airport, shuttle, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Buffalo Niagara International Airport (BUF)plane plane ORD - BUF
    2. Take a shuttle bus from Buffalo Airport to Pearson International Airport Terminal 1shuttle bus
    3. Take the bus from Toronto Pearson Airport to Barriebus bus
    8h 6m
    $357–1,338

  8. Fly Chicago Midway International Airport to Toronto Island Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Toronto Island Airport (YTZ)plane plane MDW - YTZ
    2. Take the train from Union Station GO to Allandale Waterfront GOtrain train
    7h 32m
    $204–1,084

  9. Bus via Kitchener

    1. Take the bus from Chicago Bus Station to Detroit Bus Stationbus bus
    2. Take the bus from Detroit Bus Station to Kitchenerbus bus
    3. Take the bus from Kitchener GO Bus to Hwy 407 Bus Terminalbus bus 30
    4. Take the bus from Vaughan - Hwy 407 to Barrie Allandale Terminalbus bus
    16h 25m
    $158–287

  10. Train

    1. Take the train from Chicago Union Station to Buffalo Depew Stationtrain train
    2. Take the train from Buffalo to Toronto Union Stationtrain train
    3. Take the train from Union Station GO to Allandale Waterfront GOtrain train Br
    18h 38m
    $291–627

Chicago O'Hare International Airport (ORD) to Toronto Pearson International Airport (YYZ) flights

Calendar122Weekly Planes
Duration1h 46mAverage Duration
Ticket$53Cheapest Price
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Questions & Answers

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

You can take a train from Chicago Union Station to Simcoe County via Detroit, Windsor, Union Station GO, and Allandale Waterfront GO in around 13h 45m. Alternatively, you can take a bus from Chicago Bus Station to Simcoe County via Detroit Bus Station, Toronto Pearson Airport, and Barrie in around 15h 30m.

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