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

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There are 9 ways to get from Winslow to Chicago by train, plane, bus (Flixbus), train (Amtrak), 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. Train to Philadelphia International Airport, fly to Chicago Midway International Airport

    best
    1. Take the train from Hammonton to 30th Street Stationtrain train
    2. Fly from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW)plane plane PHL - MDW
    5h 35m
    $160–414

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

    cheapest
    1. Take the train from Hammonton to 30th Street Stationtrain train
    2. Take the bus from Philadelphia 30th St Station to Allentown Transportation Centerbus bus
    3. Fly from Lehigh Valley International Airport (ABE) to Chicago O'Hare International Airport (ORD)plane plane ABE - ORD
    8h 37m
    $99–387

  3. Bus (Flixbus)

    1. Take the bus from Philadelphia Bus Station to Chicago Bus Stationbus bus FlixBus N2642
    21h 51m
    $158–250

  4. Train via Washington

    1. Take the train from Hammonton to 30th Street Stationtrain train
    2. Take the train from 30th Street Station to Washington Union Stationtrain train
    3. Take the train from Rockville Amtrak to Chicago Union Stationtrain train
    22h 30m
    $228–1,128

  5. Drive  787 mi

    1. Drive from Winslow to Chicagocar car 787 mi
    13h
    $144–208

  6. Train to Philadelphia International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Hammonton to 30th Street Stationtrain train
    2. Fly from Philadelphia International Airport (PHL) to Chicago O'Hare International Airport (ORD)plane plane PHL - ORD
    6h 5m
    $140–264

  7. Train, train to Baltimore-Washington International Airport, fly to Chicago Midway International Airport

    1. Take the train from Hammonton to 30th Street Stationtrain train
    2. Take the train from 30th Street Station to BWI Thurgood Marshalltrain train
    3. Fly from Baltimore-Washington International Airport (BWI) to Chicago Midway International Airport (MDW)plane plane BWI - MDW
    6h 53m
    $162–990

  8. Bus via Baltimore (Greyhound)

    1. Take the bus from Philadelphia Bus Station to Baltimore Greyhound Garagebus bus Greyhound US0305
    2. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus bus Greyhound US0164
    26h 58m
    $150–259

  9. Train

    1. Take the train from Hammonton to 30th Street Stationtrain train Atlc
    2. Take the train from 30th Street Station to Chicago Union Stationtrain train Cardinal
    29h 22m
    $266–685

Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW) flights

Calendar31Weekly Planes
Duration2h 8mAverage Duration
Ticket$86Cheapest Price
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Comparing Your Travel Options

Map of how to get from Winslow to Chicago.ExpandLaunch map view
  • Distance: 729.2 mi
  • Duration: 5h 35m

What companies run services between Winslow, NJ, USA and Chicago, IL, USA?

Flixbus USA operates a bus from Philadelphia Bus Station to Chicago Bus Station 3 times a week. Tickets cost $130–210 and the journey takes 20h. Alternatively, you can take a vehicle from Winslow to Chicago Union Station via Hammonton, 30th Street Station, Washington Union Station, Union Station, Red Line Center Platform, Rockville, Red Line Center Platform, and Rockville Amtrak in around 22h 30m.

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