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How to get fromRonkonkoma to Chicagoby train, plane, train (Amtrak), bus (Flixbus), car, or bus

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There are 10 ways to get from Ronkonkoma to Chicago by train, plane, train (Amtrak), bus (Flixbus), 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. Train to Laguardia Airport, fly to Chicago Midway International Airport

    best
    1. Take the train from Ronkonkoma to Woodsidetrain train
    2. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane plane LGA - MDW
    5h 42m
    $218–685

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

    cheapest
    1. Take the train from Ronkonkoma to Woodsidetrain train
    2. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane plane LGA - ORD
    5h 59m
    $138–495

  3. Train

    1. Take the train from Ronkonkoma 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 / ...
    21h 55m
    $514–880

  4. Bus

    1. Take the bus from Manorville to 86th St & Broadwaybus bus Sag Harbor-Westbound / ...
    2. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2640 / ...
    24h 1m
    $211–390

  5. Drive  838.9 mi

    1. Drive from Ronkonkoma to Chicagocar car 838.9 mi
    14h 5m
    $144–208

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

    1. Take the train from Ronkonkoma to Jamaicatrain train
    2. Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)plane plane JFK - ORD
    5h 52m
    $372–888

  7. Train to Newark Liberty International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Ronkonkoma to New York Penn Stationtrain train
    2. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane plane EWR - ORD
    6h 36m
    $148–664

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

    1. Take the train from Ronkonkoma to Grand Central Terminaltrain train
    2. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane plane HPN - ORD
    8h 31m
    $138–703

  9. Train to Laguardia Airport, fly to General Mitchell International Airport, train

    1. Take the train from Ronkonkoma to Woodsidetrain train
    2. Fly from Laguardia Airport (LGA) to General Mitchell International Airport (MKE)plane plane LGA - MKE
    3. Take the train from Milwaukee to Chicago Union Stationtrain train
    8h 15m
    $203–869

  10. Train, bus

    1. Take the train from Ronkonkoma to New York Penn Stationtrain train
    2. Take the bus from New York to Baltimorebus bus
    3. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus bus
    25h 50m
    $189–315

Ronkonkoma to Chicago by train

Calendar10Weekly Trains
Duration21h 55mAverage Duration
Ticket$514Cheapest Price
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Comparing Your Travel Options

Map of how to get from Ronkonkoma to Chicago.ExpandLaunch map view
  • Distance: 782.8 mi
  • Duration: 5h 42m

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

You can take a train from Ronkonkoma to Chicago Union Station via Penn Station and Ny Moynihan Train Hall At Penn Station in around 21h 55m. Alternatively, you can take a bus from Islip Airport Connection to Chicago Bus Station via Manorville, 86th St & Broadway, 86 St, 34 St-Penn Station, and New York Midtown in around 24h 1m.

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