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

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There are 12 ways to get from Chicago to West Haven by plane, train (Amtrak), bus (Flixbus, Greyhound), car, train, or bus

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 O'Hare International Airport to Tweed-New Haven Airport

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Tweed-New Haven Airport (HVN)plane plane ORD - HVN
    4h 17m
    $152–555

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

    cheapest
    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 West Haventrain train
    8h 7m
    $94–439

  3. 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 41m
    $537–832

  4. Bus

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus FlixBus N2640 / ...
    2. Take the bus from Port Authority Bus Terminal to New Haven Bus Stopbus bus Greyhound US0240 / ...
    23h 26m
    $167–248

  5. Drive  855.7 mi

    1. Drive from Chicago to West Havencar car 855.7 mi
    14h 31m
    $157–226

  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 West Haventrain train
    6h 32m
    $222–690

  7. 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 West Haventrain train
    6h 49m
    $152–530

  8. 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 9m
    $160–752

  9. Fly Chicago O'Hare International Airport to Newark Liberty International Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Newark Liberty International Airport (EWR)plane plane ORD - EWR
    2. Take the train from Ny Moynihan Train Hall At Penn Station to New Haventrain train
    6h 52m
    $162–1,484

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

    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 38m
    $120–532

  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
    $546–1,411

  12. Bus, train

    1. Take the bus from Chicago Bus Station to Baltimore Downtown Bus Stationbus bus
    2. Take the bus from Baltimore to New Yorkbus bus
    3. Take the train from Grand Central Terminal to West Haventrain train
    24h 51m
    $200–319

Chicago to West Haven by train (Amtrak)

Calendar7Weekly Trains
Duration21h 41mAverage Duration
Ticket$537Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago to West Haven.ExpandLaunch map view
  • Distance: 793.9 mi
  • Duration: 4h 17m

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

Avelo Airlines flies from Chicago O'Hare International Airport (ORD) to Tweed-New Haven Airport (HVN) 5 times a week. Alternatively, you can take a train from Chicago Union Station to New Haven via Springfield in around 21h 41m.

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