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

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There are 9 ways to get from Armonk to Chicago by plane, train (Amtrak), bus (Flixbus), car, bus, train, 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 Westchester County Airport to Chicago O'Hare International Airport

    best
    1. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane plane HPN - ORD
    4h 43m
    $70–358

  2. Line 0012 bus, train, bus to Laguardia Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the bus from Bedford Rd @ North Castle Townhall to White Plains Bus Terminal Lane Bbus 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 46m
    $65–309

  3. Train (Amtrak)

    1. Take the train from Croton-Harmon Amtrak Station to Chicago Union Stationtrain train Lake Shore Limited
    19h 9m
    $169–416

  4. Bus (Flixbus)

    1. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2640
    24h 13m
    $102–226

  5. Drive 814.9 mi

    1. Drive from Armonk to Chicagocar car 814.9 mi
    13h 38m
    $149–215

  6. Line 0012 bus, train, bus to Laguardia Airport, fly to Chicago Midway International Airport

    1. Take the bus from Bedford Rd @ North Castle Townhall to White Plains Bus Terminal Lane Bbus 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 31m
    $95–479

  7. Line 0012 bus, train, bus to Newark Liberty International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Bedford Rd @ North Castle Townhall to White Plains Bus Terminal Lane Bbus bus
    2. Take the train from White Plains to Grand Central Terminaltrain train
    3. Take the bus from Bryant Park to Terminal Bbus bus
    4. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane plane EWR - ORD
    7h 33m

  8. Line 0012 bus, train, train to John F. Kennedy International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Bedford Rd @ North Castle Townhall to White Plains Bus Terminal Lane Bbus bus
    2. Take the train from White Plains to Grand Central Terminaltrain train
    3. Take the train from Grand Central Terminal to Jamaicatrain train
    4. Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)plane plane JFK - ORD
    7h 14m
    $827–1,041

  9. Bus via Baltimore

    1. Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus Stationbus bus Greyhound US0670 / ...
    2. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus bus Greyhound US0164
    25h 37m
    $119–280

Armonk to Chicago by bus (Flixbus)

Calendar7Weekly Buses
Duration24h 13mAverage Duration
Ticket$102Cheapest Price
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Questions & Answers

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

American Airlines and Delta fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD) every 2 hours. Alternatively, 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.

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