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How to get fromChicago to Kingston, Nyby plane, bus, train, bus (Flixbus, Greyhound), car, or train (Amtrak)

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There are 8 ways to get from Chicago to Kingston, Ny by plane, bus, train, bus (Flixbus, Greyhound), car, or train (Amtrak)

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 Albany County Airport, bus

    best
    1. Fly from Chicago Midway International Airport (MDW) to Albany County Airport (ALB)plane plane MDW - ALB
    2. Take the bus from Albany to Kingstonbus bus
    6h 14m
    $160–795

  2. Fly Chicago O'Hare International Airport to Westchester County Airport, bus

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)plane plane ORD - HPN
    2. Take the bus from White Plains, Ny to Kingston, Nybus bus
    8h 50m
    $124–558

  3. Train, bus

    1. Take the train from Chicago Union Station to Albany-Rensselaer Amtrak Stationtrain train Lake Shore Limited
    2. Take the bus from Albany - Rensselaer to Kingstonbus bus Adt A531 / ...
    18h 43m
    $283–572

  4. Bus

    1. Take the bus from Chicago Bus Station to Newark Penn Stationbus bus
    2. Take the bus from Newark Penn Station to Port Authority Bus Terminalbus bus 108
    3. Take the bus from New York to Kingstonbus bus
    19h 37m
    $165–329

  5. Drive 815 mi

    1. Drive from Chicago to Kingston, Nycar car 815 mi
    13h 51m
    $149–215

  6. Fly Chicago O'Hare International Airport to Albany County Airport, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Albany County Airport (ALB)plane plane ORD - ALB
    2. Take the bus from Albany to Kingstonbus bus
    6h 41m
    $130–645

  7. Fly Chicago Midway International Airport to Laguardia Airport, bus

    1. Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)plane plane MDW - LGA
    2. Take the bus from New York to Kingstonbus bus
    6h 49m
    $208–628

  8. Train (Amtrak)

    1. Take the train from Chicago Union Station to Poughkeepsie Amtrak Stationtrain train Lake Shore Limited
    20h 34m
    $288–577

Chicago to Kingston, Ny by train and bus

Calendar14Weekly Services
Duration18h 43mAverage Duration
Ticket$283Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Kingston, Ny.ExpandLaunch map view
  • Distance: 793.1 mi
  • Duration: 6h 14m

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

You can take a bus from Chicago Bus Station to Kingston via Newark Penn Station, Port Authority Bus Terminal, and New York in around 19h 37m. Alternatively, Amtrak operates a train from Chicago Union Station to Poughkeepsie Amtrak Station once daily. Tickets cost $280–600 and the journey takes 18h 43m.

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