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

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There are 12 ways to get from Montclair to Chicago by train, subway, plane, bus (Flixbus), train (Amtrak), car, 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. Train, subway to Laguardia Airport, fly to Chicago Midway International Airport

    best
    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 34m
    $208–672

  2. Fly Newark Liberty International Airport to Chicago O'Hare International Airport

    cheapest
    1. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane plane EWR - ORD
    5h 38m
    $117–774

  3. Bus (Flixbus)

    1. Take the bus from Newark Penn Station to Chicago Bus Stationbus bus FlixBus N2640 / ...
    21h 18m
    $143–227

  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 10m
    $520–842

  5. Drive  773.6 mi

    1. Drive from Montclair to Chicagocar car 773.6 mi
    12h 54m
    $142–204

  6. 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 56m
    $138–572

  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 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 57m
    $329–888

  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 25m
    $177–995

  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 11m
    $130–640

  10. Fly Laguardia Airport to General Mitchell International Airport, train

    1. Fly from Laguardia Airport (LGA) to General Mitchell International Airport (MKE)plane plane LGA - MKE
    2. Take the train from Milwaukee to Chicago Union Stationtrain train
    8h 9m
    $193–906

  11. Bus via Baltimore

    1. Take the bus from Newark to Baltimorebus bus Ppb 8448
    2. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus bus Greyhound US0164
    25h 52m
    $168–272

  12. Train (Amtrak)

    1. Take the train from Newark Penn Station to Chicago Union Stationtrain train Cardinal
    30h 1m
    $603–957

Montclair to Chicago by bus (Flixbus)

Calendar14Weekly Buses
Duration21h 18mAverage Duration
Ticket$143Cheapest Price
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Comparing Your Travel Options

Map of how to get from Montclair to Chicago.ExpandLaunch map view
  • Distance: 760.3 mi
  • Duration: 5h 34m

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

Flixbus USA operates a bus from Newark Penn Station to Chicago Bus Station twice daily. Tickets cost $140–220 and the journey takes 19h 40m. Alternatively, you can take a train from Watchung Avenue to Chicago Union Station via Penn Station, Ny Moynihan Train Hall At Penn Station, and Croton-Harmon Amtrak Station in around 22h 10m.

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