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

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There are 10 ways to get from Chicago to Monsey by subway, plane, train, bus, train (Amtrak), bus (Flixbus), 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 Roosevelt 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 White Plains - Train Station to Monsey - Park & Ridebus bus
    6h 15m
    $90–429

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

    cheapest
    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 White Plains - Train Station to Monsey - Park & Ridebus bus
    6h 36m
    $66–309

  3. Train (Amtrak)

    1. Take the train from Chicago Union Station to Croton-Harmon Amtrak Stationtrain train Lake Shore Limited
    19h 58m
    $199–408

  4. Bus

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus FlixBus N2640
    2. Take the bus from B&H Photo to Melnick Dr & Robert Pitt Drbus bus 1
    22h 10m
    $118–271

  5. Drive 789.3 mi

    1. Drive from Chicago to Monseycar car 789.3 mi
    13h 6m
    $144–209

  6. 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 White Plains - Train Station to Monsey - Park & Ridebus bus
    6h 53m
    $828–1,041

  7. 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 Frank R Lautenberg Secaucus Lower Level to Spring Valleytrain train
    6h 41m
    $76–349

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

    1. Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)plane plane ORD - HPN
    2. Take the bus from White Plains - Court St. to Monsey - Park & Ridebus bus
    6h 41m
    $94–461

  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 Frank R Lautenberg Secaucus Lower Level to Spring Valleytrain train
    7h 52m
    $106–1,113

  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 Port Authority Bus Terminal to Spring Valley Terminal - Park & Ridebus bus
    23h 54m
    $122–296

Chicago to Monsey by bus and foot

Calendar4Weekly Services
Duration22h 10mAverage Duration
Ticket$118Cheapest Price
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Questions & Answers

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

Amtrak operates a train from Chicago Union Station to Croton-Harmon Amtrak Station once daily. Tickets cost $95–290 and the journey takes 19h 23m. Alternatively, 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 22h 10m.

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