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How to get fromToronto to Winnetkaby plane, bus, bus (Flixbus, Greyhound), train (Amtrak), car or train

Find Transport to Winnetka

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There are 6 ways to get from Toronto to Winnetka by plane, bus, bus (Flixbus, Greyhound), train (Amtrak), car, 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 Toronto Island Airport to Chicago O'Hare International Airport, line 423 bus

    best
    1. Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)plane plane YTZ - ORD
    2. Take the bus from Harlem Ave & Bryn Mawr Ave to Elm St & Birch Stbus bus
    3h 50m
    $193–502

  2. Bus

    cheapest
    1. Take the bus from Toronto to Detroit Bus Stationbus bus FlixBus 2701 / ...
    2. Take the bus from Detroit Bus Station to Chicago Bus Stationbus bus Greyhound US0160
    15h 11m
    $79–144

  3. 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 4m
    $86–264

  4. Drive 531.3 mi

    1. Drive from Toronto to Winnetkacar car 531.3 mi
    9h 5m
    $122–176

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

    1. Fly from Toronto Island Airport (YTZ) to Chicago Midway International Airport (MDW)plane plane YTZ - MDW
    2. Take the train from Chicago OTC to Winnetkatrain train
    3h 50m
    $126–477

  6. Fly Toronto Pearson International Airport to Chicago O'Hare International Airport, line 423 bus

    1. Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)plane plane YYZ - ORD
    2. Take the bus from Harlem Ave & Bryn Mawr Ave to Elm St & Birch Stbus bus
    6h 18m
    $186–482

Toronto to Winnetka by bus and train

Calendar28Weekly Services
Duration15h 11mAverage Duration
Ticket$79Cheapest Price
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Questions & Answers

What companies run services between Toronto, ON, Canada and Winnetka, IL, USA?

You can take a bus from Toronto to Winnetka via Detroit Bus Station, Chicago Bus Station, Jefferson & Harrison, Washington & Canal, and Chicago OTC in around 15h 11m. Alternatively, you can take a train from Toronto Union Station to Winnetka via Buffalo Depew Station, Chicago Union Station, Clinton & Quincy, Washington & Canal, and Chicago OTC in around 17h 4m.

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Need to know: Greyhound

Read the travel guideNeed to know: Greyhound

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