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How to get fromChicago to Oyster Bay (Station)by plane, taxi, bus (Flixbus), train (Amtrak), car, train, subway, or bus (Greyhound)

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There are 10 ways to get from Chicago to Oyster Bay (Station) by plane, taxi, bus (Flixbus), train (Amtrak), car, train, subway, 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. Fly Chicago O'Hare International Airport to Westchester County Airport, taxi

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)plane plane ORD - HPN
    2. Take the taxi from White-Plains-Airport-HPN to Oyster Bay (Station)taxi taxi
    5h 6m
    $268–715

  2. Drive 818.5 mi

    cheapest
    1. Drive from Chicago to Oyster Bay (Station)car car 818.5 mi
    13h 49m
    $150–216

  3. Bus (Flixbus)

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus FlixBus N2641 / ...
    19h 7m
    $153–261

  4. Train (Amtrak)

    1. Take the train from Chicago Union Station to Ny Moynihan Train Hall At Penn Stationtrain train Lake Shore Limited / ...
    22h 14m
    $318–653

  5. 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 Oyster Baytrain train
    5h 55m
    $330–880

  6. 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 Jamaica to Oyster Baytrain train
    5h 56m
    $214–574

  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 Oyster Baytrain train
    6h 17m
    $224–674

  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 Jamaica to Oyster Baytrain train
    6h 43m
    $152–906

  9. Subway to Chicago Midway International Airport, fly to Philadelphia International Airport, train

    1. Take the subway from Adams/Wabash to Midwaysubway subway
    2. Fly from Chicago Midway International Airport (MDW) to Philadelphia International Airport (PHL)plane plane MDW - PHL
    3. Take the train from 30th Street Station to Ny Moynihan Train Hall At Penn Stationtrain train
    4. Take the train from New York Penn Station to Jamaicatrain train
    5. Take the train from Jamaica to Oyster Baytrain train
    7h 52m
    $174–1,001

  10. Bus via Baltimore

    1. Take the bus from Chicago Bus Station to Baltimore Downtown Bus Stationbus bus Greyhound US0164
    2. Take the bus from Baltimore Downtown Bus Station to Port Authority Bus Terminalbus bus Greyhound US0670 / ...
    23h 54m
    $171–367

Chicago to Oyster Bay (Station) by bus and train (Flixbus)

Calendar16Weekly Services
Duration19h 7mAverage Duration
Ticket$153Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Oyster Bay (Station).ExpandLaunch map view
  • Distance: 798.7 mi
  • Duration: 5h 6m

What companies run services between Chicago, IL, USA and Oyster Bay (Station), NY, USA?

Flixbus USA operates a bus from Chicago Bus Station to New York Midtown twice daily. Tickets cost $140–240 and the journey takes 17h 5m. Alternatively, Amtrak operates a train from Chicago Union Station to Ny Moynihan Train Hall At Penn Station once daily. Tickets cost $300–650 and the journey takes 20h 12m.

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