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 11 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)planeEWR - ORD
    5h 27m
    $66–301

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

    cheapest
    1. Take the train from Watchung Avenue to New York Penn Stationtrain
    2. Take the subway from 34 St-Herald Sq to Jackson Hts-Roosevelt Avsubway
    3. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)planeLGA - ORD
    5h 50m
    $63–280

  3. Bus (Flixbus)

    1. Take the bus from Newark Penn Station to Chicago Bus StationbusFlixBus N2640
    21h 16m
    $92–215

  4. Train via Ossining (Amtrak)

    1. Take the train from Ny Moynihan Train Hall At Penn Station to Croton-Harmon Amtrak StationtrainEmpire Service / ...
    2. Take the train from Croton-Harmon Amtrak Station to Chicago Union StationtrainLake Shore Limited
    22h 15m
    $150–437

  5. Drive 773.6 mi

    1. Drive from Montclair to Chicagocar773.6 mi
    12h 45m
    $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
    2. Take the subway from 34 St-Herald Sq to Jackson Hts-Roosevelt Avsubway
    3. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)planeLGA - MDW
    5h 39m
    $88–440

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

    1. Take the train from Watchung Avenue to New York Penn Stationtrain
    2. Take the train from New York Penn Station to Jamaicatrain
    3. Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)planeJFK - ORD
    5h 56m
    $818–1,036

  8. Fly Newark Liberty International Airport to Chicago Midway International Airport

    1. Fly from Newark Liberty International Airport (EWR) to Chicago Midway International Airport (MDW)planeEWR - MDW
    5h 16m
    $71–381

  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
    2. Take the train from Grand Central Terminal to White Plainstrain
    3. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)planeHPN - ORD
    8h 11m
    $85–398

  10. Bus via Toledo

    1. Take the bus from Newark Penn Station to Toledo Bus StopbusGreyhound US0420
    2. Take the bus from Toledo Bus Stop to Chicago Bus StationbusGreyhound US0164
    23h 5m
    $85–220

  11. Train (Amtrak)

    1. Take the train from Newark Penn Station to Chicago Union StationtrainCardinal
    29h 34m
    $152–555

Montclair to Chicago by bus (Flixbus)

Calendar7Weekly Buses
Duration21h 16mAverage Duration
Ticket$92Cheapest Price
See schedules

Questions & Answers

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

Spirit Airlines, American Airlines, and United Airlines 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 once daily. Tickets cost $90–210 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