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

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There are 10 ways to get from Newmarket to Chicago by train, plane, train (Amtrak), bus (Flixbus, Greyhound), car, bus, 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. Train to Toronto Pearson International Airport, fly to Chicago O'Hare International Airport

    best
    1. Take the train from Newmarket GO to Union Station GOtrain train
    2. Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)plane plane YYZ - ORD
    6h 21m
    $398–1,013

  2. Train to Toronto Pearson International Airport, fly to Chicago Midway International Airport

    cheapest
    1. Take the train from Newmarket GO to Union Station GOtrain train
    2. Fly from Toronto Pearson International Airport (YYZ) to Chicago Midway International Airport (MDW)plane plane YYZ - MDW
    7h 55m
    $58–323

  3. Train via Detroit

    1. Take the train from Newmarket GO to Union Station GOtrain train Br
    2. Take the train from Toronto Union Station to Windsortrain train
    3. Take the train from Detroit to Chicago Union Stationtrain train
    12h 40m
    $212–461

  4. Bus

    1. Take the bus from Toronto Pearson Airport to Detroit Bus Stationbus bus FlixBus N2706 / ...
    2. Take the bus from Detroit Bus Station to Chicago Bus Stationbus bus Greyhound US0160
    16h 15m
    $82–139

  5. Drive  527.9 mi

    1. Drive from Newmarket to Chicagocar car 527.9 mi
    8h 58m
    $121–175

  6. Train to Toronto Island Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Newmarket GO to Union Station GOtrain train
    2. Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)plane plane YTZ - ORD
    6h 12m
    $208–1,413

  7. Train, bus to Buffalo Niagara International Airport, fly to Chicago Midway International Airport

    1. Take the train from Newmarket GO to Union Station GOtrain train
    2. Take the bus from Toronto to Buffalobus bus
    3. Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)plane plane BUF - MDW
    9h 58m
    $189–439

  8. Train, bus to Buffalo Niagara International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Newmarket GO to Union Station GOtrain train
    2. Take the bus from Toronto to Buffalobus bus
    3. Fly from Buffalo Niagara International Airport (BUF) to Chicago O'Hare International Airport (ORD)plane plane BUF - ORD
    10h 23m
    $199–369

  9. Bus via Kitchener

    1. Take the bus from Bramalea GO Bus to Kitchener GO Busbus bus 30
    2. Take the bus from Kitchener to Detroit Bus Stationbus bus
    3. Take the bus from Dearborn to Chicago Union Stationbus bus
    16h 59m

  10. Train

    1. Take the train from Newmarket GO to Union Station GOtrain train Br
    2. Take the train from Toronto Union Station to Buffalotrain train
    3. Take the train from Buffalo Depew Station to Chicago Union Stationtrain train
    17h 41m
    $326–638

Newmarket to Chicago by bus

Calendar13Weekly Buses
Duration16h 15mAverage Duration
Ticket$82Cheapest Price
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Comparing Your Travel Options

Map of how to get from Newmarket to Chicago.ExpandLaunch map view
  • Distance: 504.4 mi
  • Duration: 6h 21m

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

You can take a train from Newmarket GO to Chicago Union Station via Toronto Union Station, Windsor, and Detroit in around 12h 40m. Alternatively, you can take a bus from Yonge St / Eagle St to Chicago Bus Station via Richmond Hill Centre, Pearson International Airport Terminal 1, Toronto Pearson Airport, and Detroit Bus Station in around 16h 15m.

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