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

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There are 10 ways to get from Chicago to Monsey by subway, plane, train, bus, 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. Subway to Chicago Midway International Airport, fly to Laguardia Airport, train, bus

    best
    1. Take the subway from Adams/Wabash to Midwaysubway subway
    2. Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)plane plane MDW - LGA
    3. Take the train from 125th Street - Harlem to White Plainstrain train
    4. Take the bus from Hamilton Ave. & Ferris Ave. White Plain Train to Monsey - Park & Ridebus bus
    6h 18m
    $216–580

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

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)plane plane ORD - HPN
    2. Take the bus from Martine Ave. & Court St. to Monsey - Park & Ridebus bus
    6h 45m
    $104–511

  3. Bus

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus FlixBus N2641 / ...
    2. Take the bus from B&H Photo to Melnick Dr & Robert Pitt Drbus bus 1
    19h 5m
    $149–231

  4. Train (Amtrak)

    1. Take the train from Chicago Union Station to Croton-Harmon Amtrak Stationtrain train Lake Shore Limited
    19h 59m
    $326–645

  5. Drive 789.3 mi

    1. Drive from Chicago to Monseycar car 789.3 mi
    13h 14m
    $144–209

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

    1. Fly from Chicago O'Hare International Airport (ORD) to Laguardia Airport (LGA)plane plane ORD - LGA
    2. Take the train from 125th Street - Harlem to White Plainstrain train
    3. Take the bus from Hamilton Ave. & Ferris Ave. White Plain Train to Monsey - Park & Ridebus bus
    6h 39m
    $146–680

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

    1. Fly from Chicago O'Hare International Airport (ORD) to John F. Kennedy International Airport (JFK)plane plane ORD - JFK
    2. Take the train from Jamaica to Grand Central Terminaltrain train
    3. Take the train from Grand Central Terminal to White Plainstrain train
    4. Take the bus from Hamilton Ave. & Ferris Ave. White Plain Train to Monsey - Park & Ridebus bus
    6h 52m
    $338–891

  8. Fly Chicago O'Hare International Airport to Newark Liberty International Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Newark Liberty International Airport (EWR)plane plane ORD - EWR
    2. Take the train from Secaucus Lower Level to Spring Valleytrain train
    6h 39m
    $148–899

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

    1. Fly from Chicago Midway International Airport (MDW) to Philadelphia International Airport (PHL)plane plane MDW - PHL
    2. Take the train from 30th Street Station to Newark Penn Stationtrain train
    3. Take the train from Secaucus Lower Level to Spring Valleytrain train
    7h 56m
    $180–1,006

  10. Bus via Baltimore

    1. Take the bus from Chicago Bus Station to Baltimore Downtown Bus Stationbus bus
    2. Take the bus from Baltimore Downtown Bus Station to Port Authority Bus Terminalbus bus
    3. Take the bus from West 42nd Street & 8th Avenue to Melnick Dr & Robert Pitt Drbus bus 1
    23h 39m
    $175–351

Chicago to Monsey by bus and foot

Calendar5Weekly Services
Duration19h 5mAverage Duration
Ticket$149Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Monsey.ExpandLaunch map view
  • Distance: 779 mi
  • Duration: 6h 18m

What companies run services between Chicago, IL, USA and Monsey, NY, USA?

You can take a bus from Chicago Bus Station to Melnick Dr & Robert Pitt Dr via New York Midtown and B&H Photo in around 19h 5m. Alternatively, Amtrak operates a train from Chicago Union Station to Croton-Harmon Amtrak Station once daily. Tickets cost $280–600 and the journey takes 19h 23m.

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