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How to get fromChicago to New Havenby plane, train, bus (Flixbus, Greyhound), train (Amtrak), car, or bus (Greyhound)

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There are 12 ways to get from Chicago to New Haven by plane, train, bus (Flixbus, Greyhound), train (Amtrak), 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 Laguardia Airport, train

    best
    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 New Haventrain train
    6h 38m
    $204–591

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

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Bradley International Airport (BDL)plane plane ORD - BDL
    2. Take the train from Windsor Locks to New Haventrain train
    6h 33m
    $94–433

  3. Bus

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus FlixBus N2641 / ...
    2. Take the bus from Port Authority Bus Terminal to New Haven Union Stationbus bus New York
    20h 11m
    $154–276

  4. Train (Amtrak)

    1. Take the train from Chicago Union Station to Springfieldtrain train Lake Shore Limited
    2. Take the train from Springfield to New Haventrain train Amtrak Hartford Line / ...
    21h 34m
    $321–648

  5. Drive 857.4 mi

    1. Drive from Chicago to New Havencar car 857.4 mi
    14h 35m
    $157–226

  6. Fly Chicago O'Hare International Airport to Laguardia Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Laguardia Airport (LGA)plane plane ORD - LGA
    2. Take the train from 125th Street - Harlem to New Haventrain train
    6h 58m
    $234–691

  7. Fly Chicago Midway International Airport to Bradley International Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Bradley International Airport (BDL)plane plane MDW - BDL
    2. Take the train from Windsor Locks to New Haventrain train
    6h 2m
    $118–543

  8. Fly Chicago O'Hare International Airport to Westchester County Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)plane plane ORD - HPN
    2. Take the train from Stamford to New Haventrain train
    8h 6m
    $116–1,112

  9. Fly Chicago O'Hare International Airport to Tweed-New Haven Airport

    1. Fly from Chicago O'Hare International Airport (ORD) to Tweed-New Haven Airport (HVN)plane plane ORD - HVN
    6h 22m
    $144–481

  10. Fly Chicago Midway International Airport to Theodore Francis Green State Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Theodore Francis Green State Airport (PVD)plane plane MDW - PVD
    2. Take the train from Providence to New Haventrain train
    7h 37m
    $110–1,052

  11. Train via New York (Amtrak)

    1. Take the train from Chicago Union Station to Ny Moynihan Train Hall At Penn Stationtrain train Lake Shore Limited / ...
    2. Take the train from Ny Moynihan Train Hall At Penn Station to New Haventrain train Northeast Regional / ...
    22h 30m
    $331–1,229

  12. 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
    24h 33m
    $179–402

Chicago to New Haven by bus and foot

Calendar16Weekly Services
Duration20h 11mAverage Duration
Ticket$154Cheapest Price
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Questions & Answers

Map of how to get from Chicago to New Haven.ExpandLaunch map view
  • Distance: 808.7 mi
  • Duration: 6h 38m

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

You can take a bus from Chicago Bus Station to New Haven Union Station via New York Midtown and Port Authority Bus Terminal in around 20h 11m. Alternatively, you can take a train from Chicago Union Station to New Haven via Springfield in around 21h 34m.

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