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How to get fromDeerfield to Ossiningby plane, train, train (Amtrak), bus (Flixbus), car, subway or bus

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There are 9 ways to get from Deerfield to Ossining by plane, train, train (Amtrak), bus (Flixbus), car, subway, or bus

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 Chicago O'Hare International Airport to Laguardia Airport, train

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Laguardia Airport (LGA)planeORD - LGA
    2. Take the train from 125th Street - Harlem to Ossiningtrain
    6h 1m
    $71–280

  2. Train (Amtrak)

    1. Take the train from Chicago Union Station to Croton-Harmon Amtrak StationtrainLake Shore Limited
    21h 36m
    $119–716

  3. Bus (Flixbus)

    1. Take the bus from Chicago Bus Station to New York MidtownbusFlixBus N2640
    26h 3m
    $115–271

  4. Drive 835.2 mi

    1. Drive from Deerfield to Ossiningcar835.2 mi
    14h 3m
    $153–221

  5. Fly Chicago O'Hare International Airport to John F. Kennedy International Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to John F. Kennedy International Airport (JFK)planeORD - JFK
    2. Take the train from Grand Central Terminal to Ossiningtrain
    6h 18m
    $777–1,142

  6. Train, subway to Chicago Midway International Airport, fly to Laguardia Airport

    1. Take the train from Deerfield to Chicago Union Stationtrain
    2. Take the subway from LaSalle/Van Buren to Midwaysubway
    3. Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)planeMDW - LGA
    4. Take the train from 125th Street - Harlem to Ossiningtrain
    6h 47m
    $82–394

  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)planeORD - EWR
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Croton-Harmon Amtrak Stationtrain
    7h 2m
    $114–350

  8. Fly Chicago O'Hare International Airport to Westchester County Airport, line 0014 bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)planeORD - HPN
    2. Take the bus from N Broadway @ Main St to Croton Ave @ S Highland Avebus
    7h 38m
    $480–913

  9. Train to General Mitchell International Airport, fly to Laguardia Airport, train

    1. Take the train from Glenview Amtrak Station to Milwaukeetrain
    2. Fly from General Mitchell International Airport (MKE) to Laguardia Airport (LGA)planeMKE - LGA
    3. Take the train from 125th Street - Harlem to Ossiningtrain
    7h 57m
    $186–623

Deerfield to Ossining by train (Amtrak)

Calendar7Weekly Trains
Duration21h 36mAverage Duration
Ticket$119Cheapest Price
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Questions & Answers

What companies run services between Deerfield, IL, USA and Ossining, NY, USA?

Amtrak operates a train from Chicago Union Station to Croton-Harmon Amtrak Station once daily. Tickets cost $110–700 and the journey takes 19h 23m. Alternatively, Flixbus USA operates a bus from Chicago Bus Station to New York Midtown once daily. Tickets cost $100–250 and the journey takes 20h 10m.

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