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

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There are 11 ways to get from Chicago to Milton by plane, 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

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Toronto Pearson International Airport (YYZ)plane plane ORD - YYZ
    5h 43m
    $260–682

  2. Bus via Kitchener

    cheapest
    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 University of Waterloo Terminal to Regional Rd. 25 @ Hwy. 401 Park & Ridebus bus 25
    14h 29m
    $92–236

  3. Train via Detroit

    1. Take the train from Chicago Union Station to Detroittrain train Wolverine
    2. Take the train from Windsor to Oakvilletrain train VIA Rail
    12h 3m
    $118–312

  4. Bus

    1. Take the bus from Chicago Bus Station to Detroit Bus Stationbus bus Greyhound US0160
    2. Take the bus from Detroit Bus Station to Mississaugabus bus FlixBus N2706
    13h 49m
    $104–186

  5. Drive 777.3 km

    1. Drive from Chicago to Miltoncar car 777.3 km
    8h 8m
    $151–218

  6. Fly Chicago Midway International Airport to Buffalo Niagara International Airport, shuttle

    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
    6h 46m
    $380–1,692

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

    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
    7h 17m
    $310–1,292

  8. Fly Chicago O'Hare International Airport to Erie International Airport, drive

    1. Fly from Chicago O'Hare International Airport (ORD) to Erie International Airport (ERI)plane plane ORD - ERI
    2. Drive from Erie-Airport-ERI to Miltoncar car
    6h 29m
    $123–517

  9. 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 Toronto Union Station to Milton GOtrain train
    7h
    $267–690

  10. 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 Toronto Union Station to Milton GOtrain train
    6h 45m
    $157–640

  11. Train

    1. Take the train from Chicago Union Station to Buffalo Depew Stationtrain train Lake Shore Limited
    2. Take the train from Buffalo to Oakvilletrain train VIA Rail
    16h 55m
    $112–359

Chicago to Milton by train, car, and bus

Calendar21Weekly Services
Duration12h 3mAverage Duration
Ticket$118Cheapest Price
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Questions & Answers

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

American Airlines, Air Canada, and United Airlines fly from Chicago O'Hare International Airport (ORD) to Toronto Pearson International Airport (YYZ) hourly. Alternatively, you can take a train from Chicago Union Station to Milton GO Bus via Detroit, Windsor, Oakville, and Oakville GO Bus in around 12h 3m.

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