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How to get fromChicago to New Fairfieldby plane, train, train (Amtrak), bus, car, or shuttle

Find Transport to New Fairfield

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There are 10 ways to get from Chicago to New Fairfield by plane, train, train (Amtrak), bus, car, or shuttle

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 Southeasttrain train
    7h 50m
    $220–686

  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 White Plains to Southeasttrain train
    8h 46m
    $90–435

  3. Train

    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 Grand Central Terminal to Southeasttrain train Harlem
    24h 13m
    $548–845

  4. Bus, train

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus FlixBus N2640 / ...
    2. Take the train from White Plains to Southeasttrain train Harlem
    25h 15m
    $167–251

  5. Drive  830 mi

    1. Drive from Chicago to New Fairfieldcar car 830 mi
    13h 50m
    $152–219

  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 Southeasttrain train
    8h 7m
    $150–526

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

    1. Fly from Chicago O'Hare International Airport (ORD) to Newark Liberty International Airport (EWR)plane plane ORD - EWR
    2. Take a shuttle bus from Newark Airport Terminal B to Grand Centralshuttle bus
    3. Take the train from Grand Central Terminal to Southeasttrain train
    8h 48m
    $182–929

  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
    3. Take the train from New Haven to South Norwalktrain train
    9h 29m
    $198–806

  9. 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
    3. Take the train from New Haven to South Norwalktrain train
    9h 58m
    $158–586

  10. Fly Chicago Midway International Airport to Philadelphia International Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Philadelphia International Airport (PHL)plane plane MDW - PHL
    2. Take the train from 30th Street Station to Ny Moynihan Train Hall At Penn Stationtrain train
    3. Take the train from Grand Central Terminal to Southeasttrain train
    9h 40m
    $192–1,006

Chicago to New Fairfield by train, foot, and bus

Calendar10Weekly Services
Duration24h 13mAverage Duration
Ticket$548Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago to New Fairfield.ExpandLaunch map view
  • Distance: 801.2 mi
  • Duration: 7h 50m

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

You can take a train from Chicago Union Station to New Fairfield Company A Firehouse via Ny Moynihan Train Hall At Penn Station, W 42 St/9 Av, E 42 St/Madison Av, Grand Central Terminal, Southeast, and Southeast Station in around 24h 13m.

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