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How to get fromFort Leavenworth to Chicagoby plane, taxi, train, bus (Greyhound, Flixbus), or car

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There are 5 ways to get from Fort Leavenworth to Chicago by plane, taxi, train, bus (Greyhound, Flixbus), or car

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 to Chicago Midway International Airport

    best
    1. Fly from Kansas City (MCI) to Chicago Midway International Airport (MDW)plane plane MCI - MDW
    2h 28m
    $132–564

  2. Drive  512.6 mi

    cheapest
    1. Drive from Fort Leavenworth to Chicagocar car 512.6 mi
    9h 3m
    $91–131

  3. Taxi, train

    1. Take the taxi from Fort Leavenworth to Kansas Citytaxi taxi
    2. Take the train from Kansas City to Naperville Amtrak Stationtrain train
    3. Take the train from Naperville to Chicago Union Stationtrain train
    9h 6m
    $315–462

  4. Bus

    1. Take the bus from Leavenworth Bus Stop to St Louis Bus Stationbus bus Greyhound US0180s
    2. Take the bus from St Louis Bus Station to Chicago Bus Stationbus bus FlixBus N2521 / ...
    12h 46m
    $111–174

  5. Fly to Chicago O'Hare International Airport

    1. Fly from Kansas City (MCI) to Chicago O'Hare International Airport (ORD)plane plane MCI - ORD
    2h 57m
    $107–434

Kansas City (MCI) to Chicago Midway International Airport (MDW) flights

Calendar46Weekly Planes
Duration1h 49mAverage Duration
Ticket$82Cheapest Price
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Comparing Your Travel Options

Map of how to get from Fort Leavenworth to Chicago.ExpandLaunch map view
  • Distance: 431.6 mi
  • Duration: 2h 28m

What companies run services between Fort Leavenworth, KS, USA and Chicago, IL, USA?

Southwest Airlines flies from Kansas City (MCI) to Chicago Midway International Airport (MDW) every 4 hours. Alternatively, you can take a vehicle from Fort Leavenworth to Chicago Bus Station via Leavenworth Bus Stop and St Louis Bus Station in around 12h 46m.

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