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

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There are 7 ways to get from Hartford to Chicago by plane, train (Amtrak), bus (Flixbus), car, train, 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 Bradley International Airport to Chicago Midway International Airport

    best
    1. Fly from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW)plane plane BDL - MDW
    4h 44m
    $94–498

  2. Fly Bradley International Airport to Chicago O'Hare International Airport

    cheapest
    1. Fly from Bradley International Airport (BDL) to Chicago O'Hare International Airport (ORD)plane plane BDL - ORD
    5h 5m
    $64–348

  3. Train (Amtrak)

    1. Take the train from Hartford Amtrak Station to Springfieldtrain train Amtrak Hartford Line / ...
    2. Take the train from Springfield to Chicago Union Stationtrain train Lake Shore Limited
    21h 25m
    $134–742

  4. Bus (Flixbus)

    1. Take the bus from Hartford Union Station to New York Midtownbus bus FlixBus 2610
    2. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2640
    24h 5m
    $110–252

  5. Drive 889 mi

    1. Drive from Hartford to Chicagocar car 889 mi
    14h 49m
    $163–235

  6. Train, train to Laguardia Airport, fly to Chicago Midway International Airport

    1. Take the train from Hartford Amtrak Station to New Haventrain train
    2. Take the train from New Haven to 125th Street - Harlemtrain train
    3. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane plane LGA - MDW
    7h 51m
    $106–696

  7. Bus via Baltimore

    1. Take the bus from Hartford Union Station to Port Authority Bus Terminalbus bus
    2. Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus Stationbus bus
    3. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus bus
    26h 12m
    $125–302

Hartford to Chicago by train (Amtrak)

Calendar7Weekly Trains
Duration21h 25mAverage Duration
Ticket$134Cheapest Price
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Questions & Answers

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

Southwest Airlines and Delta fly from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW) 4 times a day. Alternatively, you can take a train from Hartford Amtrak Station to Chicago Union Station via Springfield in around 21h 25m.

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