Rome2Rio

How to get fromChicago to Port Jeffersonby plane, train, train (Amtrak), bus (Flixbus), car, bus, or car ferry

Find Transport to Port Jefferson

See all options

There are 12 ways to get from Chicago to Port Jefferson by plane, train, train (Amtrak), bus (Flixbus), car, bus, or car ferry

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 Jamaica to Stony Brooktrain train
    7h 16m
    $230–688

  2. Fly Chicago O'Hare International Airport to Westchester County Airport, line 971 bus, train, car ferry

    cheapest
    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 Bridgeporttrain train
    4. Take the carferry from Bridgeport to Port Jeffersoncarferry car ferry
    9h 24m
    $102–439

  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 New York Penn Station to Ronkonkomatrain train Ronkonkoma Branch
    23h 21m
    $543–842

  4. Bus

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus FlixBus N2640 / ...
    2. Take the bus from 86 St & Central Park West to Manorvillebus bus Sag Harbor-Westbound
    25h 38m
    $214–390

  5. Drive  847.4 mi

    1. Drive from Chicago to Port Jeffersoncar car 847.4 mi
    14h 24m
    $155–224

  6. Fly Chicago O'Hare International Airport to John F. Kennedy International Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to John F. Kennedy International Airport (JFK)plane plane ORD - JFK
    2. Take the train from Jamaica to Stony Brooktrain train
    7h 16m
    $376–894

  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 Jamaica to Stony Brooktrain train
    7h 35m
    $140–508

  8. 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 New York Penn Station to Huntingtontrain train
    7h 57m
    $150–720

  9. Fly Chicago Midway International Airport to Bradley International Airport, train, car ferry

    1. Fly from Chicago Midway International Airport (MDW) to Bradley International Airport (BDL)plane plane MDW - BDL
    2. Take the train from Hartford Amtrak Station to New Haventrain train
    3. Take the carferry from Bridgeport to Port Jeffersoncarferry car ferry
    8h 43m
    $206–986

  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 New York Penn Station to Huntingtontrain train
    9h 8m
    $190–945

  11. Train, car ferry

    1. Take the train from Chicago Union Station to Springfieldtrain train
    2. Take the train from Springfield to New Haventrain train
    3. Take the carferry from Bridgeport to Port Jeffersoncarferry car ferry
    24h 9m
    $566–924

  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 New York Penn Station to Ronkonkomatrain train
    25h 44m
    $200–323

Chicago to Port Jefferson by train and bus

Calendar10Weekly Services
Duration23h 21mAverage Duration
Ticket$543Cheapest Price
See schedules

Comparing Your Travel Options

Map of how to get from Chicago to Port Jefferson.ExpandLaunch map view
  • Distance: 790.3 mi
  • Duration: 7h 16m

What companies run services between Chicago, IL, USA and Port Jefferson, NY, USA?

You can take a train from Chicago Union Station to NYS 25A/E Broadway via Ny Moynihan Train Hall At Penn Station, New York Penn Station, Ronkonkoma, and Ronkonkoma LIRR in around 23h 21m. Alternatively, you can take a bus from Chicago Bus Station to NYS 25A/E Broadway via New York Midtown, 34 St-Herald Sq, 86 St, 86 St & Central Park West, Manorville, Islip Airport Connection, and Ronkonkoma LIRR in around 25h 38m.

Airlines
Train operators
Bus operators
Ferry operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Booking & Getting There