Rome2Rio

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

Find Transport to Chicago

See all options

There are 9 ways to get from Newburgh to Chicago by train, plane, 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. 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 43m
    $104–511

  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
    6h 56m
    $84–341

  3. Train (Amtrak)

    1. Take the train from Poughkeepsie Amtrak Station to Chicago Union Stationtrain train Lake Shore Limited
    20h 2m
    $239–569

  4. Bus

    1. Take the bus from Newburgh ShortLine Transportation Center to Port Authority Bus Terminalbus bus
    2. Take the bus from New York to Newarkbus bus
    3. Take the bus from Newark Penn Station to Chicago Bus Stationbus bus
    21h 41m
    $136–271

  5. Drive 796.2 mi

    1. Drive from Newburgh to Chicagocar car 796.2 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 52m
    $108–350

  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 56m
    $468–651

  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 38m
    $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 15m
    $181–900

Newburgh to Chicago by bus and train (Amtrak)

Calendar7Weekly Services
Duration20h 2mAverage Duration
Ticket$239Cheapest Price
See schedules

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 $230–550 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, New York, and Newark Penn Station in around 21h 41m.

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

More Questions & Answers

Where to next?

Trips from Newburgh

Trips to Chicago

Popular routes