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

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There are 7 ways to get from Kingsville 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 Kingsville to Detroit-Airport-DTWcar car
    2. Fly from Detroit (DTW) to Chicago Midway International Airport (MDW)plane plane DTW - MDW
    2h 58m
    $143–481

  2. Drive, bus via Detroit

    cheapest
    1. Drive from Kingsville to Detroit Bus Stationcar car
    2. Take the bus from Detroit Bus Station to Chicago Bus Stationbus bus Greyhound US0160
    6h 53m
    $47–95

  3. Drive, train (Amtrak)

    1. Drive from Kingsville to Detroitcar car
    2. Take the train from Detroit to Chicago Union Stationtrain train Wolverine
    5h 58m
    $97–200

  4. Drive, bus (Amtrak)

    1. Drive from Kingsville to Detroitcar car
    2. Take the bus from Detroit to Chicago Union Stationbus bus Amtrak Thruway Connecting Service
    6h 19m
    $102–150

  5. Drive 308.5 mi

    1. Drive from Kingsville to Chicagocar car 308.5 mi
    5h 19m
    $71–102

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

    1. Drive from Kingsville to Detroit-Airport-DTWcar car
    2. Fly from Detroit (DTW) to Chicago O'Hare International Airport (ORD)plane plane DTW - ORD
    3h 18m
    $143–671

  7. Drive, fly to South Bend, train

    1. Drive from Kingsville 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
    5h 10m
    $94–531

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

Calendar41Weekly Planes
Duration1h 13mAverage Duration
Ticket$51Cheapest Price
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Questions & Answers

Map of how to get from Kingsville to Chicago.ExpandLaunch map view
  • Distance: 286.6 mi
  • Duration: 2h 58m

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

There is no direct connection from Kingsville 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 Kingsville to Chicago Union Station via Detroit in around 5h 58m.

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