Rome2Rio

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

Find Transport to Chicago

See all options

There are 11 ways to get from Hillsdale to Chicago by plane, train (Amtrak), bus (Flixbus), car, train, bus, 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 48m
    $135–697

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

    cheapest
    1. Take the train from Hillsdale to Spring Valleytrain train
    2. Take the bus from Franklin St. at Municipal Plaza Spring Valley to Hamilton Ave. & Ferris Ave. White Plain Trainbus bus
    3. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane plane HPN - ORD
    7h 28m
    $120–680

  3. Train via Croton-Harmon Amtrak Station (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 26m
    $523–854

  4. Bus (Flixbus)

    1. Take the bus from Newark Penn Station to Chicago Bus Stationbus bus FlixBus N2640 / ...
    22h 54m
    $156–249

  5. Drive  789.5 mi

    1. Drive from Hillsdale to Chicagocar car 789.5 mi
    13h 5m
    $140–202

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

    1. Take the train from Hillsdale to Secaucus Lower Leveltrain train
    2. Take the train from New York Penn Station to Jamaicatrain train
    3. Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)plane plane JFK - ORD
    6h 18m
    $372–900

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

    1. Take the train from Hillsdale to Secaucus Lower Leveltrain 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
    6h 29m
    $226–698

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

    1. Take the train from Hillsdale to Secaucus Lower Leveltrain 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 45m
    $136–518

  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 51m
    $178–935

  10. Bus via Baltimore

    1. Take the bus from Broadway At Irvington St to Port Authority Bus Terminalbus bus 165
    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
    25h 57m
    $180–304

  11. Train (Amtrak)

    1. Take the train from Newark Penn Station to Chicago Union Stationtrain train Cardinal
    30h 23m
    $606–1,026

Hillsdale to Chicago by train (Amtrak)

Calendar7Weekly Trains
Duration22h 26mAverage Duration
Ticket$523Cheapest Price
See schedules

Comparing Your Travel Options

Map of how to get from Hillsdale to Chicago.ExpandLaunch map view
  • Distance: 762 mi
  • Duration: 5h 48m

What companies run services between Hillsdale, Bergen County, NJ, USA and Chicago, IL, USA?

American Airlines, United Airlines, and two other airlines fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD) hourly. Alternatively, you can take a train from Hillsdale to Chicago Union Station via Secaucus Upper Level, Penn Station, Ny Moynihan Train Hall At Penn Station, and Croton-Harmon Amtrak Station in around 22h 26m.

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

Booking & Getting There