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

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There are 7 ways to get from Rhinebeck to Chicago by train, plane, train (Amtrak), bus (Flixbus), or car

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 Albany County Airport, fly to Chicago Midway International Airport

    best
    1. Take the train from Rhinecliff Amtrak Station to Albany-Rensselaer Amtrak Stationtrain train
    2. Fly from Albany County Airport (ALB) to Chicago Midway International Airport (MDW)plane plane ALB - MDW
    6h 21m
    $142–786

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

    cheapest
    1. Take the train from Rhinecliff Amtrak Station to Albany-Rensselaer Amtrak Stationtrain train
    2. Fly from Albany County Airport (ALB) to Chicago O'Hare International Airport (ORD)plane plane ALB - ORD
    6h 50m
    $127–736

  3. Train (Amtrak)

    1. Take the train from Rhinecliff Amtrak Station to Chicago Union Stationtrain train Lake Shore Limited
    17h 48m
    $265–568

  4. Bus

    1. Take the bus from Kingston to New Yorkbus bus
    2. Take the bus from New York to Newarkbus bus
    3. Take the bus from Newark Penn Station to Chicago Bus Stationbus bus
    21h 4m
    $225–382

  5. Drive 827.5 mi

    1. Drive from Rhinebeck to Chicagocar car 827.5 mi
    13h 53m
    $151–219

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

    1. Take the train from Poughkeepsie to 125th Street - Harlemtrain train
    2. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane plane LGA - MDW
    7h 19m
    $225–643

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

    1. Take the train from Poughkeepsie to 125th Street - Harlemtrain train
    2. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane plane HPN - ORD
    9h 37m
    $133–602

Albany County Airport (ALB) to Chicago Midway International Airport (MDW) flights

Calendar40Weekly Planes
Duration3h 23mAverage Duration
Ticket$113Cheapest Price
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Questions & Answers

Map of how to get from Rhinebeck to Chicago.ExpandLaunch map view
  • Distance: 790.9 mi
  • Duration: 6h 21m

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

Amtrak operates a train from Rhinecliff Amtrak Station to Chicago Union Station once daily. Tickets cost $250–550 and the journey takes 17h 45m. Alternatively, you can take a vehicle from Rhinebeck to Chicago Bus Station via Kingston, New York, and Newark Penn Station in around 21h 4m.

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