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

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There are 7 ways to get from Milan to Chicago by taxi, plane, train (Amtrak), bus (Amtrak), car, or bus (Greyhound, Flixbus)

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

  1. Taxi to Detroit, fly to Chicago Midway International Airport

    best
    1. Take the taxi from Milan to Detroit-Airport-DTWtaxi taxi
    2. Fly from Detroit (DTW) to Chicago Midway International Airport (MDW)plane plane DTW - MDW
    2h 28m
    $221–570

  2. Drive 235.3 mi

    cheapest
    1. Drive from Milan to Chicagocar car 235.3 mi
    4h 44m
    $43–62

  3. Train (Amtrak)

    1. Take the train from Ann Arbor Amtrak Station to Chicago Union Stationtrain train Wolverine
    4h 39m
    $133–229

  4. Bus (Amtrak)

    1. Take the bus from Ann Arbor Amtrak Station to Chicago Union Stationbus bus Amtrak Thruway Connecting Service
    5h
    $138–189

  5. Taxi to Detroit, fly to Chicago O'Hare International Airport

    1. Take the taxi from Milan to Detroit-Airport-DTWtaxi taxi
    2. Fly from Detroit (DTW) to Chicago O'Hare International Airport (ORD)plane plane DTW - ORD
    2h 47m
    $221–760

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

    1. Drive from Milan to Lansing-Airport-LANcar car
    2. Fly from Capital Region International Airport (LAN) to Chicago O'Hare International Airport (ORD)plane plane LAN - ORD
    3h 26m
    $58–328

  7. Bus via Chicago Bus Station

    1. Take the bus from Ann Arbor to Chicago Bus Stationbus bus Greyhound US0160
    5h 21m
    $93–144

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 Milan to Chicago.ExpandLaunch map view
  • Distance: 264.1 mi
  • Duration: 2h 28m

What companies run services between Milan, MI, USA and Chicago, IL, USA?

Amtrak operates a train from Ann Arbor Amtrak Station to Chicago Union Station 3 times a day. Tickets cost $75–160 and the journey takes 4h 18m. Alternatively, Amtrak operates a bus from Ann Arbor Amtrak Station to Chicago Union Station once a week. Tickets cost $80–120 and the journey takes 4h 39m.

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