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

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There are 12 ways to get from Chicago to West Haven by plane, bus (Flixbus, Greyhound), train (Amtrak), 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 18m
    $142–475

  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 40m
    $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
    19h 52m
    $156–275

  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 41m
    $319–643

  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 28m
    $202–590

  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 48m
    $232–690

  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
    $118–543

  9. 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 West Haventrain train
    8h 2m
    $118–531

  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
    $329–1,224

  12. Bus, train

    1. Take the bus from Chicago Bus Station to Baltimore Downtown Bus Stationbus bus
    2. Take the bus from Baltimore to Port Authority Bus Terminalbus bus
    3. Take the train from Grand Central Terminal to West Haventrain train
    24h 16m
    $177–340

Chicago to West Haven by bus and foot

Calendar23Weekly Services
Duration19h 52mAverage Duration
Ticket$156Cheapest Price
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Questions & Answers

Map of how to get from Chicago to West Haven.ExpandLaunch map view
  • Distance: 793.9 mi
  • Duration: 4h 18m

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) 4 times a week. Alternatively, 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 19h 52m.

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