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How to get fromPhiladelphia to Winnetkaby plane, train, train (Amtrak), bus (Flixbus), car, bus or bus (Greyhound)

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There are 11 ways to get from Philadelphia to Winnetka by plane, train, train (Amtrak), bus (Flixbus), car, bus, 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 Philadelphia International Airport to Chicago Midway International Airport, train

    best
    1. Fly from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW)plane plane PHL - MDW
    2. Take the train from Chicago OTC to Winnetkatrain train
    5h 31m
    $104–563

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

    cheapest
    1. Take the train from 30th Street Station to Newark Liberty International Airporttrain train
    2. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane plane EWR - ORD
    6h 35m
    $75–324

  3. Train via Washington (Amtrak)

    1. Take the train from 30th Street Station to Washington Union Stationtrain train Northeast Regional
    2. Take the train from Rockville Amtrak to Chicago Union Stationtrain train Floridian
    22h 18m
    $245–532

  4. Bus

    1. Take the bus from Philadelphia 30th St Station to Allentown Transportation Centerbus bus Philadelphia
    2. Take the bus from Allentown to Chicago Bus Stationbus bus FlixBus N2640
    22h 37m
    $139–241

  5. Drive 776.2 mi

    1. Drive from Philadelphia to Winnetkacar car 776.2 mi
    12h 56m
    $142–205

  6. Fly Philadelphia International Airport to Chicago O'Hare International Airport, line 423 bus

    1. Fly from Philadelphia International Airport (PHL) to Chicago O'Hare International Airport (ORD)plane plane PHL - ORD
    2. Take the bus from Harlem Ave & Bryn Mawr Ave to Elm St & Birch Stbus bus
    5h 49m
    $117–361

  7. Bus to Lehigh Valley International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Philadelphia 30th St Station to Allentown Transportation Centerbus bus
    2. Fly from Lehigh Valley International Airport (ABE) to Chicago O'Hare International Airport (ORD)plane plane ABE - ORD
    7h 46m
    $81–333

  8. Train to Harrisburg International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from 30th Street Station to Harrisburgtrain train
    2. Fly from Harrisburg International Airport (MDT) to Chicago O'Hare International Airport (ORD)plane plane MDT - ORD
    8h 1m
    $78–339

  9. Fly Philadelphia International Airport to General Mitchell International Airport, train

    1. Fly from Philadelphia International Airport (PHL) to General Mitchell International Airport (MKE)plane plane PHL - MKE
    2. Take the train from Milwaukee to Glenview Amtrak Stationtrain train
    7h 46m
    $184–960

  10. Bus via Baltimore (Greyhound)

    1. Take the bus from Philadelphia to Baltimore Downtown Bus Stationbus bus Greyhound US0350
    2. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus bus Greyhound US0164
    22h 56m
    $154–290

  11. Train (Amtrak)

    1. Take the train from 30th Street Station to Chicago Union Stationtrain train Cardinal
    28h 10m
    $290–619

Philadelphia to Winnetka by train, subway, and bus (Amtrak)

Calendar7Weekly Services
Duration22h 18mAverage Duration
Ticket$245Cheapest Price
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Questions & Answers

What companies run services between Philadelphia, PA, USA and Winnetka, IL, USA?

You can take a train from 30th Street Station to Winnetka via Washington, Columbus Circle, Union Station, Union Station, Red Line Center Platform, Rockville, Red Line Center Platform, Rockville Amtrak, Chicago Union Station, Clinton & Quincy, Washington & Canal, and Chicago OTC in around 22h 18m. Alternatively, you can take a bus from Philadelphia 30th St Station to Green Bay Rd & Pine St via Allentown Transportation Center, Allentown, Chicago Bus Station, Jefferson & Harrison, Jackson & Dearborn, State & Van Buren, Rogers & Paulina, and Howard CTA Station in around 22h 37m.

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