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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 11 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 Midway International Airport

    best
    1. Take the bus from Monsey - Park & Ride to White Plains - Train Stationbus 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 34m
    $95–479

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

    cheapest
    1. Take the bus from Monsey - Park & Ride to White Plains - Train Stationbus 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 49m
    $65–309

  3. Train (Amtrak)

    1. Take the train from Croton-Harmon Amtrak Station to Chicago Union Stationtrain train Lake Shore Limited
    19h 22m
    $235–494

  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
    $107–228

  5. Drive 788.8 mi

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

  6. 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 Bedford Ave & Hewes Stbus bus
    2. Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)plane plane JFK - ORD
    6h 27m
    $834–1,043

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

    1. Take the train from Spring Valley to Frank R Lautenberg Secaucus Lower Leveltrain train
    2. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane plane EWR - ORD
    6h 54m
    $76–349

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

    1. Take the bus from Monsey - Park & Ride to White Plains - Train Stationbus bus
    2. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane plane HPN - ORD
    7h
    $73–361

  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 West 34th Street & 9th Avenuebus bus
    2. Take the bus from Port Authority Bus Terminal to Lehigh Valley International Airport Trans Bridge Bus Stopbus bus
    3. Fly from Lehigh Valley International Airport (ABE) to Chicago O'Hare International Airport (ORD)plane plane ABE - ORD
    9h 27m
    $144–403

  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
    9h 5m
    $227–694

  11. 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
    25h 49m
    $117–278

Monsey to Chicago by bus and foot

Calendar4Weekly Services
Duration22h 30mAverage Duration
Ticket$107Cheapest Price
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Questions & Answers

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 $130–370 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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