Rome2Rio

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

Find Transport to Chicago

See all options

There are 12 ways to get from Montclair to Chicago by plane, bus (Flixbus), train (Amtrak), car, train, subway, 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 34m
    $86–321

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

    cheapest
    1. Take the train from Watchung Avenue to New York Penn Stationtrain 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
    5h 55m
    $74–346

  3. Bus (Flixbus)

    1. Take the bus from Newark Penn Station to Chicago Bus Stationbus bus FlixBus N2640 / ...
    21h 18m
    $122–215

  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
    22h 9m
    $272–632

  5. Drive 773.6 mi

    1. Drive from Montclair to Chicagocar car 773.6 mi
    12h 53m
    $142–204

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

    1. Take the train from Watchung Avenue to New York Penn Stationtrain train
    2. Take the subway from 34 St-Herald Sq to Jackson Hts-Roosevelt Avsubway subway
    3. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane plane LGA - MDW
    5h 33m
    $103–570

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

    1. Take the train from Watchung Avenue to New York Penn Stationtrain train
    2. Take the subway from 34 St-Herald Sq to Jackson Hts-Roosevelt Avsubway subway
    3. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane plane LGA - ORD
    5h 48m
    $78–340

  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 20m
    $128–1,227

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

    1. Take the train from Watchung Avenue 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
    8h 2m
    $460–638

  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 37m
    $150–785

  11. Bus via Baltimore

    1. Take the bus from University Ave At Lackawanna Ave to Port Authority Bus Terminalbus bus 108
    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 8m
    $174–380

  12. Train (Amtrak)

    1. Take the train from Newark Penn Station to Chicago Union Stationtrain train Cardinal
    30h 1m
    $322–705

Montclair to Chicago by bus (Flixbus)

Calendar16Weekly Buses
Duration21h 18mAverage Duration
Ticket$122Cheapest Price
See schedules

Questions & Answers

What companies run services between Montclair, 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 $120–210 and the journey takes 19h 40m.

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 Montclair

Trips to Chicago

Popular routes