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How to get fromNew York to Winnetkaby subway, bus, plane, train, train (Amtrak), bus (Flixbus), car, or bus (Greyhound)

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There are 11 ways to get from New York to Winnetka by subway, bus, plane, train, 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. Line 4 subway, bus to Laguardia Airport, fly to Chicago Midway International Airport, train

    best
    1. Take the subway from 14 St-Union Sq to 125th Streetsubway subway
    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
    4. Take the train from Chicago OTC to Winnetkatrain train
    6h 4m
    $192–571

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

    cheapest
    1. Take the train from Grand Central Terminal to White Plainstrain train
    2. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane plane HPN - ORD
    3. Take the train from Clybourn to Winnetkatrain train
    8h 2m
    $108–478

  3. Train (Amtrak)

    1. Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union Stationtrain train Lake Shore Limited / ...
    20h 50m
    $321–637

  4. Bus (Flixbus)

    1. Take the bus from New York City Chinatown to Chicago Bus Stationbus bus FlixBus N2640
    23h 26m
    $164–264

  5. Drive 806.4 mi

    1. Drive from New York to Winnetkacar car 806.4 mi
    13h 37m
    $148–213

  6. Fly Newark Liberty International Airport to Chicago O'Hare International Airport

    1. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane plane EWR - ORD
    6h 5m
    $186–888

  7. Fly Laguardia Airport to Chicago O'Hare International Airport

    1. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane plane LGA - ORD
    6h 19m
    $222–672

  8. Fly John F. Kennedy International Airport to Chicago O'Hare International Airport

    1. Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)plane plane JFK - ORD
    6h 13m
    $330–879

  9. Fly Newark Liberty International Airport to General Mitchell International Airport, train

    1. Fly from Newark Liberty International Airport (EWR) to General Mitchell International Airport (MKE)plane plane EWR - MKE
    2. Take the train from Milwaukee to Glenview Amtrak Stationtrain train
    7h 59m
    $595–889

  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 Glenview Amtrak Stationtrain train
    8h 16m
    $161–773

  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 41m
    $172–366

New York to Winnetka by train and bus (Amtrak)

Calendar10Weekly Services
Duration20h 50mAverage Duration
Ticket$321Cheapest Price
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Questions & Answers

Map of how to get from New York to Winnetka.ExpandLaunch map view
  • Distance: 764.4 mi
  • Duration: 6h 4m

What companies run services between New York, NY, USA and Winnetka, IL, USA?

Amtrak operates a train from Ny Moynihan Train Hall At Penn Station to Chicago Union Station once daily. Tickets cost $310–650 and the journey takes 19h 32m. Alternatively, Flixbus USA operates a bus from New York City Chinatown to Chicago Bus Station 6 times a week. Tickets cost $150–260 and the journey takes 21h 10m.

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