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

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There are 11 ways to get from Tarrytown to Chicago by train, bus, 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. Train, bus to Laguardia Airport, fly to Chicago Midway International Airport

    best
    1. Take the train from Tarrytown to 125th Street - Harlemtrain train
    2. Take the bus from E 125 St/Lexington Av to Laguardia Rd/94 Stbus bus
    3. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane plane LGA - MDW
    5h 37m
    $98–516

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

    cheapest
    1. Take the train from Tarrytown to 125th Street - Harlemtrain train
    2. Take the bus from E 125 St/Lexington Av to Laguardia Rd/94 Stbus bus
    3. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane plane LGA - ORD
    5h 55m
    $63–276

  3. Train (Amtrak)

    1. Take the train from Croton-Harmon Amtrak Station to Chicago Union Stationtrain train Lake Shore Limited
    20h 5m
    $117–271

  4. Bus (Flixbus)

    1. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2640
    24h 27m
    $98–233

  5. Drive 803.1 mi

    1. Drive from Tarrytown to Chicagocar car 803.1 mi
    13h 24m
    $147–212

  6. Train to John F. Kennedy International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Tarrytown to Grand Central Terminaltrain train
    2. Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)plane plane JFK - ORD
    6h 14m
    $775–1,038

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

    1. Take the bus from Bryant Park to Terminal Bbus bus
    2. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane plane EWR - ORD
    6h 37m

  8. Line 0013 bus to Westchester County Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from S Broadway @ W Elizabeth St to White Plains Bus Terminal Lane Cbus bus
    2. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane plane HPN - ORD
    6h 38m
    $63–311

  9. Train, bus to Newark Liberty International Airport, fly to Chicago Midway International Airport

    1. Take the train from Tarrytown to Grand Central Terminaltrain train
    2. Take the bus from Bryant Park to Terminal Bbus bus
    3. Fly from Newark Liberty International Airport (EWR) to Chicago Midway International Airport (MDW)plane plane EWR - MDW
    6h 28m

  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
    8h 7m
    $225–631

  11. 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
    24h 43m
    $117–257

Tarrytown to Chicago by train (Amtrak)

Calendar7Weekly Trains
Duration20h 5mAverage Duration
Ticket$117Cheapest Price
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Questions & Answers

What companies run services between Tarrytown, Westchester County, NY, USA and Chicago, IL, USA?

Amtrak operates a train from Croton-Harmon Amtrak Station to Chicago Union Station once daily. Tickets cost $110–260 and the journey takes 18h 46m. Alternatively, Flixbus USA operates a bus from New York Midtown to Chicago Bus Station once daily. Tickets cost $90–150 and the journey takes 20h 25m.

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