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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
    6h 47m
    $114–591

  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 1m
    $69–331

  3. Train (Amtrak)

    1. Take the train from Poughkeepsie Amtrak Station to Chicago Union Stationtrain train Lake Shore Limited
    20h 1m
    $219–499

  4. Bus

    1. Take the bus from Newburgh ShortLine Transportation Center 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
    24h 22m
    $135–281

  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
    7h 41m
    $93–330

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

    1. Take the train from Beacon to 125th Street - Harlemtrain train
    2. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane plane HPN - ORD
    8h 58m
    $83–361

  8. Train to Albany County Airport, fly to Chicago Midway International Airport

    1. Take the train from Poughkeepsie 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
    8h 47m
    $149–812

  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 14m
    $229–745

Newburgh to Chicago by bus and train (Amtrak)

Calendar7Weekly Services
Duration20h 1mAverage Duration
Ticket$219Cheapest 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 $210–480 and the journey takes 18h 2m. Alternatively, you can take a bus from Broadway & Liberty to Chicago Bus Station via Newburgh ShortLine Transportation Center, Port Authority Bus Terminal, and Newark Penn Station in around 24h 22m.

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