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How to get fromLeamington to Chicagoby car, plane, train, or bus

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There are 7 ways to get from Leamington to Chicago by car, plane, train, or bus

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Drive, fly to Chicago Midway International Airport

    best
    1. Drive from Leamington to Detroit-Airport-DTWcar car
    2. Fly from Detroit (DTW) to Chicago Midway International Airport (MDW)plane plane DTW - MDW
    2h 57m
    $144–482

  2. Drive, bus via Detroit

    cheapest
    1. Drive from Leamington to Detroit Bus Stationcar car
    2. Take the bus from Detroit Bus Station to Chicago Bus Stationbus bus Greyhound US0160
    6h 58m
    $48–81

  3. Drive, train (Amtrak)

    1. Drive from Leamington to Detroitcar car
    2. Take the train from Detroit to Chicago Union Stationtrain train Wolverine
    6h 4m
    $73–182

  4. Drive, bus (Amtrak)

    1. Drive from Leamington to Detroitcar car
    2. Take the bus from Detroit to Chicago Union Stationbus bus Amtrak Thruway Connecting Service
    6h 25m
    $73–107

  5. Drive  312 mi

    1. Drive from Leamington to Chicagocar car 312 mi
    5h 26m
    $72–104

  6. Drive, fly to Chicago O'Hare International Airport

    1. Drive from Leamington to Detroit-Airport-DTWcar car
    2. Fly from Detroit (DTW) to Chicago O'Hare International Airport (ORD)plane plane DTW - ORD
    3h 20m
    $144–672

  7. Drive, fly to South Bend, train

    1. Drive from Leamington to Detroit-Airport-DTWcar car
    2. Fly from Detroit (DTW) to South Bend (SBN)plane plane DTW - SBN
    3. Take the train from South Bend Airport to Van Buren St.train train
    4h 54m
    $101–634

Detroit (DTW) to Chicago Midway International Airport (MDW) flights

Calendar41Weekly Planes
Duration1h 13mAverage Duration
Ticket$56Cheapest Price
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Comparing Your Travel Options

Map of how to get from Leamington to Chicago.ExpandLaunch map view
  • Distance: 289.4 mi
  • Duration: 2h 57m

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

There is no direct connection from Leamington to Chicago. However, you can drive to Detroit-Airport-DTW airport, fly to Chicago Midway International Airport (MDW), walk to Midway, then take the subway to Harold Washington Library. Alternatively, you can take a vehicle from Leamington to Chicago Union Station via Detroit in around 6h 4m.

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