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How to get fromSaugerties to Chicagoby bus, train, plane, taxi, or car

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There are 7 ways to get from Saugerties to Chicago by bus, train, plane, taxi, 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. Bus, train, bus to Laguardia Airport, fly to Chicago Midway International Airport

    best
    1. Take the bus from Saugerties @ West Bridge & Main St to Kingston Plazabus bus
    2. Take the bus from Kingston Plaza to Poughkeepsie Train Stationbus bus
    3. Take the train from Poughkeepsie to 125th Street - Harlemtrain train
    4. Take the bus from E 125 St/Lexington Av to Laguardia Rd/94 Stbus bus
    5. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane plane LGA - MDW
    9h 17m
    $223–691

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

    cheapest
    1. Take the bus from Saugerties @ West Bridge & Main St to Kingston Plazabus bus
    2. Take the bus from Kingston Plaza to Poughkeepsie Train Stationbus bus
    3. Take the train from Poughkeepsie Amtrak Station to Albany-Rensselaer Amtrak Stationtrain train
    4. Fly from Albany County Airport (ALB) to Chicago O'Hare International Airport (ORD)plane plane ALB - ORD
    10h 22m
    $101–628

  3. Taxi, train (Amtrak)

    1. Take the taxi from Saugerties to Poughkeepsie Amtrak Stationtaxi taxi
    2. Take the train from Poughkeepsie Amtrak Station to Chicago Union Stationtrain train Lake Shore Limited
    18h 46m
    $371–740

  4. Train, bus

    1. Take the train from Poughkeepsie Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain train Empire Service / ...
    2. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2640 / ...
    26h 30m
    $157–265

  5. Drive  825.4 mi

    1. Drive from Saugerties to Chicagocar car 825.4 mi
    14h 3m
    $151–218

  6. Bus, train to Albany County Airport, fly to Chicago Midway International Airport

    1. Take the bus from Saugerties @ West Bridge & Main St to Kingston Plazabus bus
    2. Take the bus from Kingston Plaza to Poughkeepsie Train Stationbus bus
    3. Take the train from Poughkeepsie Amtrak Station to Albany-Rensselaer Amtrak Stationtrain train
    4. Fly from Albany County Airport (ALB) to Chicago Midway International Airport (MDW)plane plane ALB - MDW
    9h 59m
    $121–768

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

    1. Take the bus from Saugerties @ West Bridge & Main St to Kingston Plazabus bus
    2. Take the bus from Kingston Plaza to Poughkeepsie Train Stationbus bus
    3. Take the train from Poughkeepsie to 125th Street - Harlemtrain train
    4. Take the train from 125th Street - Harlem to White Plainstrain train
    5. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane plane HPN - ORD
    11h 32m
    $126–600

Saugerties to Chicago by bus and train

Calendar14Weekly Services
Duration26h 30mAverage Duration
Ticket$157Cheapest Price
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Comparing Your Travel Options

Map of how to get from Saugerties to Chicago.ExpandLaunch map view
  • Distance: 844.9 mi
  • Duration: 9h 17m

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

There is no direct connection from Saugerties to Chicago. However, you can take the bus to Kingston Plaza, take the bus to Poughkeepsie Train Station, walk to Poughkeepsie, take the train to 125th Street - Harlem, walk to E 125 St/Lexington Av, take the bus to Laguardia Rd/94 St, walk to New-York-La-Guardia-Airport-LGA airport, fly to Chicago Midway International Airport (MDW), walk to Midway, then take the subway to Harold Washington Library. Alternatively, you can take the taxi to Poughkeepsie Amtrak Station then take the train to Chicago Union Station.

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