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

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There are 12 ways to get from Chicago to North 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 Bradley International Airport, train

    best
    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 Wallingford Amtraktrain train
    6h 34m
    $124–632

  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 Wallingford Amtraktrain train
    6h 48m
    $98–472

  3. Train (Amtrak)

    1. Take the train from Chicago Union Station to Springfieldtrain train Lake Shore Limited
    2. Take the train from Springfield to Wallingford Amtraktrain train Amtrak Hartford Line / ...
    22h 6m
    $256–565

  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 / ...
    24h 42m
    $157–258

  5. Drive  863.9 mi

    1. Drive from Chicago to North Havencar car 863.9 mi
    14h 40m
    $158–228

  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
    8h 4m
    $154–595

  7. 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 New Haventrain train
    7h 50m
    $224–695

  8. Fly Chicago O'Hare International Airport to Tweed-New Haven Airport, line 206 bus, line 215 bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Tweed-New Haven Airport (HVN)plane plane ORD - HVN
    2. Take the bus from Lighthouse Park Terminus to Chapel St @ Orange Stbus bus
    3. Take the bus from Church St @ Chapel St to Washington Ave @ opp Walgreensbus bus
    7h 8m
    $126–565

  9. Fly Chicago O'Hare International Airport to Westchester County Airport, line 971 bus, train, line 215 bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)plane plane ORD - HPN
    2. Take the bus from Main St @ South Broadway to Stamford Transportation Center @ Bay Abus bus
    3. Take the train from Stamford to New Haventrain train
    4. Take the bus from Church St @ Chapel St to Washington Ave @ opp Walgreensbus bus
    9h 29m
    $102–1,066

  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
    8h 49m
    $106–1,056

  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 / ...
    23h 43m
    $270–1,160

  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
    26h 13m
    $191–358

Chicago to North Haven by train and bus (Amtrak)

Calendar7Weekly Services
Duration22h 6mAverage Duration
Ticket$256Cheapest Price
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Questions & Answers

Map of how to get from Chicago to North Haven.ExpandLaunch map view
  • Distance: 831.1 mi
  • Duration: 6h 34m

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

You can take a train from Chicago Union Station to Washington Ave @ Clintonville Rd via Springfield, Wallingford Amtrak, and Center St @ S Colony St in around 22h 6m. Alternatively, you can take a bus from Chicago Bus Station to Washington Ave @ opp Walgreens via New York Midtown, Port Authority Bus Terminal, New Haven Bus Stop, and Church St @ Chapel St in around 24h 42m.

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