Rome2Rio

How to get fromRocky Point to Chicagoby train, plane, bus (Flixbus), train (Amtrak), car, car ferry or bus (Greyhound)

Find Transport to Chicago

See all options

There are 10 ways to get from Rocky Point to Chicago by train, plane, bus (Flixbus), train (Amtrak), car, car ferry, or bus (Greyhound)

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Train to John F. Kennedy International Airport, fly to Chicago O'Hare International Airport

    best
    1. Take the train from Port Jefferson to Jamaicatrain train
    2. Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)plane plane JFK - ORD
    7h 25m
    $526–1,245

  2. Train to Laguardia Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the train from Port Jefferson to Jamaicatrain train
    2. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane plane LGA - ORD
    8h 39m
    $87–346

  3. Bus

    1. Take the bus from Old Country Rd/Tanger Mall Dr to Airport Connection-Eastboundbus bus Brooklyn-North Fork
    2. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2641 / ...
    23h 10m
    $141–274

  4. Train

    1. Take the train from Brentwood to New York Penn Stationtrain train Ronkonkoma Branch
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union Stationtrain train Lake Shore Limited / ...
    23h 35m
    $277–631

  5. Drive 852.7 mi

    1. Drive from Rocky Point to Chicagocar car 852.7 mi
    14h 27m
    $156–225

  6. Car ferry to Tweed-New Haven Airport, fly to Chicago O'Hare International Airport

    1. Take the car ferry from Port Jefferson to Bridgeportcarferry car ferry
    2. Fly from Tweed-New Haven Airport (HVN) to Chicago O'Hare International Airport (ORD)plane plane HVN - ORD
    6h 41m
    $103–483

  7. Train to Laguardia Airport, fly to Chicago Midway International Airport

    1. Take the train from Port Jefferson to Jamaicatrain train
    2. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane plane LGA - MDW
    8h 19m
    $107–516

  8. Car ferry, train to Bradley International Airport, fly to Chicago Midway International Airport

    1. Take the car ferry from Port Jefferson to Bridgeportcarferry car ferry
    2. Take the train from New Haven to Windsor Lockstrain train
    3. Fly from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW)plane plane BDL - MDW
    8h 30m
    $124–795

  9. Train, train to Westchester County Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Port Jefferson to Jamaicatrain train
    2. Take the train from Grand Central Terminal to White Plainstrain train
    3. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane plane HPN - ORD
    10h 16m
    $471–660

  10. Bus via Baltimore

    1. Take the bus from Old Country Rd/Tanger Mall Dr to Brooklyn Heights - Court St & Joralemon Stbus bus
    2. Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus Stationbus bus
    3. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus bus
    27h 53m
    $199–420

Rocky Point to Chicago by bus and train

Calendar10Weekly Services
Duration23h 35mAverage Duration
Ticket$277Cheapest Price
See schedules

Questions & Answers

What companies run services between Rocky Point, Suffolk County, NY, USA and Chicago, IL, USA?

You can take a bus from NYS 25A/Broadway to Chicago Bus Station via Old Country Rd/Tanger Mall Dr, Airport Connection-Eastbound, 188 St/64 Av, 6 Av/W 37 St, and New York Midtown in around 23h 10m. Alternatively, you can take a bus from NYS 25A/Broadway to Chicago Union Station via Smith Haven Mall, Brentwood LIRR, Brentwood, Penn Station, and Ny Moynihan Train Hall At Penn Station in around 23h 35m.

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

More Questions & Answers

Where to next?

Trips from Rocky Point

Trips to Chicago

Popular routes