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How to get fromKent to Chicagoby car, plane, taxi, or train

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There are 6 ways to get from Kent to Chicago by car, plane, taxi, 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. Drive to Bradley International Airport, fly to Chicago Midway International Airport

    best
    1. Drive from Kent to Hartford-Airport-BDLcar car
    2. Fly from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW)plane plane BDL - MDW
    4h 21m
    $92–440

  2. Drive to Bradley International Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Drive from Kent to Hartford-Airport-BDLcar car
    2. Fly from Bradley International Airport (BDL) to Chicago O'Hare International Airport (ORD)plane plane BDL - ORD
    4h 43m
    $77–380

  3. Taxi, train (Amtrak)

    1. Take the taxi from Kent to Poughkeepsie Amtrak Stationtaxi taxi
    2. Take the train from Poughkeepsie Amtrak Station to Chicago Union Stationtrain train Lake Shore Limited
    18h 50m
    $394–744

  4. Drive  832.6 mi

    1. Drive from Kent to Chicagocar car 832.6 mi
    14h 5m
    $152–220

  5. Train to Laguardia Airport, fly to Chicago Midway International Airport

    1. Take the train from Southeast to 125th Street - Harlemtrain train
    2. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane plane LGA - MDW
    7h 1m
    $290–774

  6. Train to Laguardia Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Southeast to 125th Street - Harlemtrain train
    2. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane plane LGA - ORD
    7h 14m
    $220–674

Bradley International Airport (BDL) to Chicago Midway International Airport (MDW) flights

Calendar36Weekly Planes
Duration2h 43mAverage Duration
Ticket$79Cheapest Price
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Questions & Answers

Map of how to get from Kent to Chicago.ExpandLaunch map view
  • Distance: 841.8 mi
  • Duration: 4h 21m

What companies run services between Kent, CT, USA and Chicago, IL, USA?

There is no direct connection from Kent to Chicago. However, you can drive to Hartford-Airport-BDL airport, fly to Chicago Midway International Airport (MDW), walk to Midway, then take the subway to Harold Washington Library. Alternatively, you can take the taxi to Poughkeepsie Amtrak Station then take the train to Chicago Union Station.

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