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How to get fromKent to Chicagoby car, plane, taxi, train, or bus (Flixbus)

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There are 7 ways to get from Kent to Chicago by car, plane, taxi, train, or bus (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. 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 20m
    $87–400

  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 54m
    $77–340

  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
    $444–794

  4. Bus

    1. Take the bus from Taconic D.D.S.O. to Poughkeepsie Train Stationbus bus D
    2. Take the bus from Newburgh ShortLine Transportation Center to 9th Ave & W 30th Stbus bus
    3. Take the bus from New York Midtown to Chicago Bus Stationbus bus
    23h 28m
    $215–355

  5. Drive 832.6 mi

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

  6. 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 4m
    $270–674

  7. 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 24m
    $300–774

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

Calendar33Weekly Planes
Duration3hAverage Duration
Ticket$77Cheapest 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 20m

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

You can take a vehicle from Kent to Chicago Bus Station via Taconic D.D.S.O., Poughkeepsie Train Station, Poughkeepsie, Beacon, Beacon Station, Newburgh ShortLine Transportation Center, 9th Ave & W 30th St, and New York Midtown in around 23h 28m.

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