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

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There are 11 ways to get from South 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 13m
    $126–870

  2. Bus (Flixbus)

    cheapest
    1. Take the bus from Newark Penn Station to Chicago Bus Stationbus bus FlixBus N2641 / ...
    17h 50m
    $111–195

  3. 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
    22h 1m
    $262–632

  4. Drive 772.3 mi

    1. Drive from South Orange to Chicagocar car 772.3 mi
    12h 57m
    $141–204

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

    1. Take the train from South 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 39m
    $213–684

  6. 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 41m
    $329–886

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

    1. Take the train from South 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
    6h
    $143–584

  8. 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 14m
    $168–996

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

    1. Take the train from South 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 45m
    $120–588

  10. Bus via Baltimore

    1. Take the bus from Valley St At 1St St to Port Authority Bus Terminalbus bus 107
    2. Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus Stationbus bus
    3. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus bus
    24h 51m
    $138–309

  11. Train (Amtrak)

    1. Take the train from Newark Penn Station to Chicago Union Stationtrain train Cardinal
    29h 53m
    $311–705

South Orange to Chicago by bus (Flixbus)

Calendar15Weekly Buses
Duration17h 50mAverage Duration
Ticket$111Cheapest Price
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Questions & Answers

Map of how to get from South Orange to Chicago.ExpandLaunch map view
  • Distance: 748.3 mi
  • Duration: 5h 13m

What companies run services between South 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 $110–190 and the journey takes 16h 20m.

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