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How to get fromChicago to Litchfieldby plane, taxi, train, bus (Flixbus), car, or bus (Greyhound)

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

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 Chicago Midway International Airport to Bradley International Airport, taxi

    best
    1. Fly from Chicago Midway International Airport (MDW) to Bradley International Airport (BDL)plane plane MDW - BDL
    2. Take the taxi from Hartford-Airport-BDL to Litchfieldtaxi taxi
    4h 28m
    $292–745

  2. Drive 850.4 mi

    cheapest
    1. Drive from Chicago to Litchfieldcar car 850.4 mi
    14h 36m
    $156–225

  3. Train, taxi

    1. Take the train from Chicago Union Station to Springfieldtrain train
    2. Take the train from Springfield to Hartford Amtrak Stationtrain train
    3. Take the taxi from Hartford Amtrak Station to Litchfieldtaxi taxi
    21h 36m
    $466–823

  4. Bus

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus
    2. Take the bus from Port Authority Bus Terminal to Hartford Union Stationbus bus
    3. Take the bus from Asylum St @ Union Pl to Mason St @ John Stbus bus 927
    23h 9m
    $182–325

  5. Fly Chicago O'Hare International Airport to Bradley International Airport, taxi

    1. Fly from Chicago O'Hare International Airport (ORD) to Bradley International Airport (BDL)plane plane ORD - BDL
    2. Take the taxi from Hartford-Airport-BDL to Litchfieldtaxi taxi
    4h 58m
    $268–645

  6. Fly Chicago Midway International Airport to Laguardia Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)plane plane MDW - LGA
    2. Take the train from 125th Street - Harlem to Bridgeporttrain train
    3. Take the train from Bridgeport to Waterburytrain train
    7h 56m
    $242–617

  7. Bus via Baltimore

    1. Take the bus from Chicago Bus Station to Baltimore Downtown Bus Stationbus bus
    2. Take the bus from Baltimore Downtown Bus Station to Port Authority Bus Terminalbus bus
    3. Take the bus from Port Authority Bus Terminal to New Haven Union Stationbus bus
    4. Take the bus from Church St @ Chapel St to W Main St @ Waterbury Greenbus bus 229
    28h 15m
    $185–412

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

Calendar41Weekly Planes
Duration3h 13mAverage Duration
Ticket$100Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Litchfield.ExpandLaunch map view
  • Distance: 821.9 mi
  • Duration: 4h 28m

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

You can take a bus from Chicago Bus Station to Litchfield via New York Midtown, Port Authority Bus Terminal, Hartford Union Station, Asylum St @ Union Pl, and Mason St @ John St in around 23h 9m.

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