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

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There are 9 ways to get from Winslow to Chicago by train, plane, bus (Flixbus, Greyhound), train (Amtrak), 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 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 34m
    $166–448

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

    cheapest
    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 1m
    $111–498

  3. Bus

    1. Take the bus from Philadelphia Bus Station to Newark Penn Stationbus bus FlixBus 2601 / ...
    2. Take the bus from Newark Penn Station to Chicago Bus Stationbus bus FlixBus N2641 / ...
    20h 44m
    $160–273

  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
    $293–1,183

  5. Drive 787 mi

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

  6. 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 48m
    $167–915

  7. Train to Philadelphia International Airport, fly to General Mitchell International Airport, train

    1. Take the train from Hammonton to 30th Street Stationtrain train
    2. Fly from Philadelphia International Airport (PHL) to General Mitchell International Airport (MKE)plane plane PHL - MKE
    3. Take the train from Milwaukee to Chicago Union Stationtrain train
    8h 11m
    $214–962

  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
    $150–299

  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
    $361–740

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

Calendar47Weekly Planes
Duration2h 18mAverage Duration
Ticket$100Cheapest Price
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Questions & Answers

Map of how to get from Winslow to Chicago.ExpandLaunch map view
  • Distance: 729.2 mi
  • Duration: 5h 34m

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

You can take a vehicle from Winslow to Chicago Bus Station via Avandale Park & Ride, Market St At 11Th St, Philadelphia Bus Station, and Newark Penn Station in around 20h 44m. Alternatively, you can take a vehicle from Winslow to Chicago Union Station via Hammonton, 30th Street Station, Washington, Columbus Circle, Union Station, Union Station, Red Line Center Platform, Rockville, Red Line Center Platform, and Rockville Amtrak in around 22h 30m.

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