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

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There are 12 ways to get from Chicago to New Haven by plane, train, train (Amtrak), bus (Flixbus, Greyhound), car, 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 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 42m
    $224–691

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

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Tweed-New Haven Airport (HVN)plane plane ORD - HVN
    6h 19m
    $94–361

  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 34m
    $267–681

  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
    $161–241

  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 59m
    $154–591

  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
    $136–743

  8. 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 32m
    $100–513

  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 58m
    $160–1,483

  10. 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 12m
    $96–1,042

  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
    $279–1,264

  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 New Haventrain train
    25h
    $190–312

Chicago to New Haven by train (Amtrak)

Calendar7Weekly Trains
Duration21h 34mAverage Duration
Ticket$267Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago to New Haven.ExpandLaunch map view
  • Distance: 808.7 mi
  • Duration: 6h 42m

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

You can take a train from Chicago Union Station to New Haven via Springfield in around 21h 34m. Alternatively, you can take a bus from Chicago Bus Station to New Haven Bus Stop via New York Midtown and Port Authority Bus Terminal in around 23h 26m.

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