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

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There are 11 ways to get from Milton 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. Line 25 bus to Toronto Pearson International Airport, fly to Chicago O'Hare International Airport

    best
    1. Take the bus from Regional Rd. 25 @ Hwy. 401 Park & Ride to Square Onebus bus
    2. Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)plane plane YYZ - ORD
    5h 54m
    $181–466

  2. Bus, train

    cheapest
    1. Take the bus from Milton, ON - Carpool Lot to London, ON - VIA Railbus bus
    2. Take the train from London to Sarniatrain train
    3. Take the train from Port Huron Station to Chicago Union Stationtrain train
    11h 27m
    $65–228

  3. Bus

    1. Take the bus from Milton, ON - Carpool Lot to London, ON - Victoria Hospitalbus bus
    2. Take the bus from London to Detroit Bus Stationbus bus
    3. Take the bus from Detroit Bus Station to Chicago Bus Stationbus bus
    13h 54m
    $67–158

  4. Drive 483 mi

    1. Drive from Milton to Chicagocar car 483 mi
    8h 6m
    $111–160

  5. Drive to Erie International Airport, fly to Chicago O'Hare International Airport

    1. Drive from Milton to Erie-Airport-ERIcar car
    2. Fly from Erie International Airport (ERI) to Chicago O'Hare International Airport (ORD)plane plane ERI - ORD
    5h 48m
    $83–324

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

    1. Take the train from Milton GO to Toronto Union Stationtrain train
    2. Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)plane plane YTZ - ORD
    6h 11m
    $193–488

  7. Shuttle to Buffalo Niagara International Airport, fly to Chicago O'Hare International Airport

    1. Take a shuttle bus from Pearson International Airport Terminal 1 to Buffalo Airportshuttle bus
    2. Fly from Buffalo Niagara International Airport (BUF) to Chicago O'Hare International Airport (ORD)plane plane BUF - ORD
    7h 34m
    $176–596

  8. Train to Toronto Island Airport, fly to Chicago Midway International Airport

    1. Take the train from Milton GO to Toronto Union Stationtrain train
    2. Fly from Toronto Island Airport (YTZ) to Chicago Midway International Airport (MDW)plane plane YTZ - MDW
    6h
    $123–448

  9. Shuttle to Buffalo Niagara International Airport, fly to Chicago Midway International Airport

    1. Take a shuttle bus from Pearson International Airport Terminal 1 to Buffalo Airportshuttle bus
    2. Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)plane plane BUF - MDW
    7h 23m
    $211–836

  10. Train via Detroit

    1. Take the train from Milton GO to Toronto Union Stationtrain train Mi
    2. Take the train from Toronto Union Station to Windsortrain train
    3. Take the train from Detroit to Chicago Union Stationtrain train
    12h 41m
    $89–238

  11. Train

    1. Take the train from Oakville to Buffalotrain train VIA Rail
    2. Take the train from Buffalo Depew Station to Chicago Union Stationtrain train Lake Shore Limited
    16h 54m
    $100–291

Milton to Chicago by train and car

Calendar21Weekly Services
Duration12h 41mAverage Duration
Ticket$89Cheapest Price
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Questions & Answers

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

You can take a bus from Milton, ON - Carpool Lot to Chicago Bus Station via London, ON - Victoria Hospital, Wellington South of Baseline NB - #1923, Elgin Hall WB - #1821, London, and Detroit Bus Station in around 13h 54m. Alternatively, you can take a train from Milton GO to Chicago Union Station via Toronto Union Station, Windsor, and Detroit in around 12h 41m.

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