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How to get fromChicago to Rhinebeckby plane, train, train (Amtrak), bus (Flixbus), or car

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There are 7 ways to get from Chicago to Rhinebeck by plane, train, 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. Fly Chicago Midway International Airport to Albany County Airport, train

    best
    1. Fly from Chicago Midway International Airport (MDW) to Albany County Airport (ALB)plane plane MDW - ALB
    2. Take the train from Albany-Rensselaer Amtrak Station to Rhinecliff Amtrak Stationtrain train
    6h 43m
    $172–926

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

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)plane plane ORD - HPN
    2. Take the train from 125th Street - Harlem to Poughkeepsietrain train
    10h 7m
    $128–602

  3. Train (Amtrak)

    1. Take the train from Chicago Union Station to Rhinecliff Amtrak Stationtrain train Lake Shore Limited
    18h 28m
    $302–584

  4. Bus

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus FlixBus N2641 / ...
    2. Take the bus from TransCenter to Metro North Stationbus bus Wpp
    23h 29m
    $143–242

  5. Drive 827.9 mi

    1. Drive from Chicago to Rhinebeckcar car 827.9 mi
    13h 55m
    $152–219

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

    1. Fly from Chicago O'Hare International Airport (ORD) to Albany County Airport (ALB)plane plane ORD - ALB
    2. Take the train from Albany-Rensselaer Amtrak Station to Rhinecliff Amtrak Stationtrain train
    7h 9m
    $132–776

  7. 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 125th Street - Harlem to Poughkeepsietrain train
    7h 56m
    $176–593

Chicago to Rhinebeck by bus

Calendar7Weekly Buses
Duration23h 29mAverage Duration
Ticket$143Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Rhinebeck.ExpandLaunch map view
  • Distance: 791.5 mi
  • Duration: 6h 43m

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

Amtrak operates a train from Chicago Union Station to Rhinecliff Amtrak Station once daily. Tickets cost $280–600 and the journey takes 18h 25m. Alternatively, you can take a bus from Chicago Bus Station to East Market Street & Route 9 North via New York Midtown, White Plains Station, TransCenter, and Poughkeepsie Train Station in around 23h 29m.

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