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

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There are 9 ways to get from Newburgh to Chicago by train, plane, train (Amtrak), bus (Greyhound, 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. Train to Laguardia Airport, fly to Chicago Midway International Airport

    best
    1. Take the train from Beacon to 125th Street - Harlemtrain train
    2. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane plane LGA - MDW
    7h 7m
    $99–501

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

    cheapest
    1. Take the train from Beacon to 125th Street - Harlemtrain train
    2. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane plane LGA - ORD
    7h 22m
    $69–291

  3. Train (Amtrak)

    1. Take the train from Poughkeepsie Amtrak Station to Chicago Union Stationtrain train Lake Shore Limited
    20h 10m
    $119–329

  4. Bus

    1. Take the bus from Broadway & Lake St to Port Authority Bus Terminalbus bus
    2. Take the bus from Port Authority Bus Terminal to Newark Penn Stationbus bus 108
    3. Take the bus from Newark Penn Station to Chicago Bus Stationbus bus
    23h 1m
    $113–259

  5. Drive 796.1 mi

    1. Drive from Newburgh to Chicagocar car 796.1 mi
    13h 10m
    $146–210

  6. Train, bus to Newark Liberty International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Beacon to Grand Central Terminaltrain train
    2. Take the bus from Bryant Park to Terminal Bbus bus
    3. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane plane EWR - ORD
    8h 7m

  7. Train to John F. Kennedy International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Beacon to Grand Central Terminaltrain train
    2. Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)plane plane JFK - ORD
    7h 49m
    $781–1,053

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

    1. Take the bus from Newburgh to White Plains, Nybus bus
    2. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane plane HPN - ORD
    8h 34m
    $76–359

  9. Train to Laguardia Airport, fly to General Mitchell International Airport, train

    1. Take the train from Beacon to 125th Street - Harlemtrain train
    2. Fly from Laguardia Airport (LGA) to General Mitchell International Airport (MKE)plane plane LGA - MKE
    3. Take the train from Milwaukee to Chicago Union Stationtrain train
    9h 38m
    $231–646

Newburgh to Chicago by bus and train (Amtrak)

Calendar7Weekly Services
Duration20h 10mAverage Duration
Ticket$119Cheapest Price
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Questions & Answers

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

Amtrak operates a train from Poughkeepsie Amtrak Station to Chicago Union Station once daily. Tickets cost $110–310 and the journey takes 18h 2m. Alternatively, you can take a bus from Broadway & Lake St to Chicago Bus Station via Port Authority Bus Terminal and Newark Penn Station in around 23h 1m.

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