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How to get fromChicago to Upper Montclairby plane, train, bus (Flixbus), train (Amtrak), car, subway, bus or bus (Greyhound)

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There are 13 ways to get from Chicago to Upper Montclair by plane, train, bus (Flixbus), train (Amtrak), car, subway, 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 Chicago O'Hare International Airport to Newark Liberty International Airport, train

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Newark Liberty International Airport (EWR)planeORD - EWR
    2. Take the train from Newark Broad St to Mountain Avenuetrain
    5h 37m
    $66–280

  2. Fly Chicago O'Hare International Airport to Laguardia Airport, train

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Laguardia Airport (LGA)planeORD - LGA
    2. Take the train from New York Penn Station to Mountain Avenuetrain
    6h 14m
    $62–274

  3. Bus (Flixbus)

    1. Take the bus from Chicago Bus Station to Newark Penn StationbusFlixBus N2640
    21h 4m
    $113–254

  4. Train via Penn Station (Amtrak)

    1. Take the train from Chicago Union Station to Ny Moynihan Train Hall At Penn StationtrainLake Shore Limited / ...
    21h 53m
    $152–531

  5. Drive 774.4 mi

    1. Drive from Chicago to Upper Montclaircar774.4 mi
    12h 48m
    $142–205

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

    1. Fly from Chicago Midway International Airport (MDW) to Newark Liberty International Airport (EWR)planeMDW - EWR
    5h 17m
    $66–350

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

    1. Take the subway from Roosevelt to Midwaysubway
    2. Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)planeMDW - LGA
    3. Take the train from New York Penn Station to Mountain Avenuetrain
    5h 57m
    $72–384

  8. Fly Chicago O'Hare International Airport to John F. Kennedy International Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to John F. Kennedy International Airport (JFK)planeORD - JFK
    2. Take the train from Jamaica to New York Penn Stationtrain
    3. Take the train from New York Penn Station to Mountain Avenuetrain
    6h 16m
    $768–1,137

  9. Fly Chicago Midway International Airport to Philadelphia International Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Philadelphia International Airport (PHL)planeMDW - PHL
    2. Take the train from 30th Street Station to Newark Penn Stationtrain
    6h 50m
    $92–1,044

  10. Fly Chicago O'Hare International Airport to Westchester County Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)planeORD - HPN
    2. Take the train from White Plains to Grand Central Terminaltrain
    3. Take the train from New York Penn Station to Mountain Avenuetrain
    8h 39m
    $110–519

  11. Fly Chicago O'Hare International Airport to Lehigh Valley International Airport, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Lehigh Valley International Airport (ABE)planeORD - ABE
    2. Take the bus from Lehigh Valley International Airport Trans Bridge Bus Stop to Newark Airport Terminal Bbus
    8h 47m
    $116–400

  12. Bus via Baltimore

    1. Take the bus from Chicago Bus Station to Baltimore Downtown Bus StationbusGreyhound US0164
    2. Take the bus from Baltimore Downtown Bus Station to Port Authority Bus TerminalbusGreyhound US0670 / ...
    23h 29m
    $115–299

  13. Train (Amtrak)

    1. Take the train from Chicago Union Station to Newark Penn StationtrainCardinal
    28h 24m
    $199–699

Chicago to Upper Montclair by bus (Flixbus)

Calendar7Weekly Buses
Duration21h 4mAverage Duration
Ticket$113Cheapest Price
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Questions & Answers

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

Flixbus USA operates a bus from Chicago Bus Station to Newark Penn Station once daily. Tickets cost $110–250 and the journey takes 19h 25m. Alternatively, Amtrak operates a train from Chicago Union Station to Ny Moynihan Train Hall At Penn Station once daily. Tickets cost $150–550 and the journey takes 20h 12m.

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