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

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There are 10 ways to get from Monsey to Chicago by bus, train, plane, 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. Bus, train, bus to Laguardia Airport, fly to Chicago O'Hare International Airport

    best
    1. Take the bus from Monsey - Park & Ride to Hamilton Ave. & Ferris Ave. White Plain Trainbus bus
    2. Take the train from White Plains to 125th Street - Harlemtrain train
    3. Take the bus from E 125 St/Lexington Av to Laguardia Rd/94 Stbus bus
    4. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane plane LGA - ORD
    6h 27m
    $146–580

  2. Bus to Westchester County Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the bus from Monsey - Park & Ride to Hamilton Ave. & Ferris Ave. White Plain Trainbus bus
    2. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane plane HPN - ORD
    6h 47m
    $108–561

  3. Train (Amtrak)

    1. Take the train from Croton-Harmon Amtrak Station to Chicago Union Stationtrain train Lake Shore Limited
    19h 23m
    $278–607

  4. Bus

    1. Take the bus from Melnick Dr & Robert Pitt Dr to B&H Photobus bus 1
    2. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2640 / ...
    22h 30m
    $157–238

  5. Drive  788.8 mi

    1. Drive from Monsey to Chicagocar car 788.8 mi
    13h 11m
    $144–208

  6. Bus, train, bus to Laguardia Airport, fly to Chicago Midway International Airport

    1. Take the bus from Monsey - Park & Ride to Hamilton Ave. & Ferris Ave. White Plain Trainbus bus
    2. Take the train from White Plains to 125th Street - Harlemtrain train
    3. Take the bus from E 125 St/Lexington Av to Laguardia Rd/94 Stbus bus
    4. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane plane LGA - MDW
    6h 19m
    $216–680

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

    1. Take the bus from Melnick Dr & Robert Pitt Dr to W 46th St & 5th Avebus bus
    2. Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)plane plane JFK - ORD
    6h 16m
    $343–891

  8. Train to Newark Liberty International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Spring Valley to Secaucus Lower Leveltrain train
    2. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane plane EWR - ORD
    6h 52m
    $147–899

  9. Bus, bus to Lehigh Valley International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Melnick Dr & Robert Pitt Dr to B&H Photobus bus
    2. Take the bus from New York, NY to Lehigh Valley Intl Airportbus bus
    3. Fly from Lehigh Valley International Airport (ABE) to Chicago O'Hare International Airport (ORD)plane plane ABE - ORD
    7h 46m
    $144–408

  10. Bus via Baltimore

    1. Take the bus from Spring Valley Terminal - Park & Ride to Port Authority Bus Terminalbus bus
    2. Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus Stationbus bus
    3. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus bus
    26h 42m
    $157–273

Monsey to Chicago by bus and foot

Calendar5Weekly Services
Duration22h 30mAverage Duration
Ticket$157Cheapest Price
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Comparing Your Travel Options

Map of how to get from Monsey to Chicago.ExpandLaunch map view
  • Distance: 795.6 mi
  • Duration: 6h 27m

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

Amtrak operates a train from Croton-Harmon Amtrak Station to Chicago Union Station once daily. Tickets cost $230–550 and the journey takes 18h 46m. Alternatively, you can take a bus from Melnick Dr & Robert Pitt Dr to Chicago Bus Station via B&H Photo and New York Midtown in around 22h 30m.

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