Rome2Rio

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

Find Transport to Rhinebeck

See all options

There are 8 ways to get from Chicago to Rhinebeck by plane, train, 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. 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 48m
    $152–804

  2. Fly Chicago O'Hare International Airport to Newark Liberty International Airport, train

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Newark Liberty International Airport (EWR)plane plane ORD - EWR
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Poughkeepsie Amtrak Stationtrain train
    8h 33m
    $102–375

  3. Train (Amtrak)

    1. Take the train from Chicago Union Station to Rhinecliff Amtrak Stationtrain train Lake Shore Limited
    18h 28m
    $134–266

  4. Bus

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus FlixBus N2640
    2. Take the bus from New York to Kingstonbus bus Adt A288 / ...
    23h 45m
    $177–305

  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 15m
    $118–584

  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 53m
    $104–480

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

    1. Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)plane plane ORD - HPN
    2. Take the train from White Plains to 125th Street - Harlemtrain train
    3. Take the train from 125th Street - Harlem to Poughkeepsietrain train
    4. Take the bus from Poughkeepsie Train Station to East Market Street & Route 9 Northbus bus
    10h 5m
    $118–520

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

Calendar20Weekly Planes
Duration2h 59mAverage Duration
Ticket$125Cheapest Price
See schedules

Questions & Answers

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 $120–250 and the journey takes 18h 25m. Alternatively, you can take a bus from Chicago Bus Station to Rhinebeck via New York Midtown, 8 Av/W 31 St, 8 Av/W 41 St, New York, and Kingston in around 23h 45m.

Airlines
Train operators
Bus operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Trips from Chicago

Trips to Rhinebeck

Popular routes