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

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There are 12 ways to get from Orange to Chicago by plane, bus (Flixbus), train (Amtrak), car, train, or bus (Greyhound)

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 Newark Liberty International Airport to Chicago O'Hare International Airport

    best
    1. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane plane EWR - ORD
    5h 15m
    $126–870

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

    cheapest
    1. Take the train from Orange to New York Penn Stationtrain train
    2. Take the train from Grand Central Terminal to White Plainstrain train
    3. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane plane HPN - ORD
    7h 49m
    $110–507

  3. Bus (Flixbus)

    1. Take the bus from Newark Penn Station to Chicago Bus Stationbus bus FlixBus N2641 / ...
    17h 51m
    $131–234

  4. Train via Ossining (Amtrak)

    1. Take the train from Ny Moynihan Train Hall At Penn Station to Croton-Harmon Amtrak Stationtrain train Empire Service / ...
    2. Take the train from Croton-Harmon Amtrak Station to Chicago Union Stationtrain train Lake Shore Limited
    21h 57m
    $313–683

  5. Drive 774.3 mi

    1. Drive from Orange to Chicagocar car 774.3 mi
    12h 47m
    $142–205

  6. Train, train to Laguardia Airport, fly to Chicago Midway International Airport

    1. Take the train from Orange to New York Penn Stationtrain train
    2. Take the train from New York Penn Station to Flushing Main Streettrain train
    3. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane plane LGA - MDW
    5h 35m
    $213–583

  7. Fly John F. Kennedy International Airport to Chicago O'Hare International Airport

    1. Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)plane plane JFK - ORD
    5h 37m
    $329–885

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

    1. Take the train from Orange to New York Penn Stationtrain train
    2. Take the train from New York Penn Station to Flushing Main Streettrain train
    3. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane plane LGA - ORD
    5h 56m
    $223–683

  9. Train to Philadelphia International Airport, fly to Chicago Midway International Airport

    1. Take the train from Newark Penn Station to 30th Street Stationtrain train
    2. Fly from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW)plane plane PHL - MDW
    6h 11m
    $164–982

  10. Fly Newark Liberty International Airport to General Mitchell International Airport, train

    1. Fly from Newark Liberty International Airport (EWR) to General Mitchell International Airport (MKE)plane plane EWR - MKE
    2. Take the train from Milwaukee to Chicago Union Stationtrain train
    7h 32m
    $583–889

  11. Bus via Baltimore

    1. Take the bus from Newark Penn Station to Baltimorebus bus New York
    2. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus bus Greyhound US0164
    25h 36m
    $151–334

  12. Train (Amtrak)

    1. Take the train from Newark Penn Station to Chicago Union Stationtrain train Cardinal
    29h 54m
    $361–754

Orange to Chicago by bus (Flixbus)

Calendar15Weekly Buses
Duration17h 51mAverage Duration
Ticket$131Cheapest Price
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Questions & Answers

Map of how to get from Orange to Chicago.ExpandLaunch map view
  • Distance: 745.8 mi
  • Duration: 5h 15m

What companies run services between Orange, NJ, USA and Chicago, IL, USA?

American Airlines, United Airlines, and Delta fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD) hourly. Alternatively, Flixbus USA operates a bus from Newark Penn Station to Chicago Bus Station twice daily. Tickets cost $130–230 and the journey takes 16h 20m.

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