Rome2Rio

How to get fromChicago to Winslowby plane, train, bus (Flixbus, Greyhound), train (Amtrak), car, or bus (Greyhound)

Find Transport to Winslow

See all options

There are 11 ways to get from Chicago to Winslow by plane, train, 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. Fly Chicago Midway International Airport to Philadelphia International Airport, train

    best
    1. Fly from Chicago Midway International Airport (MDW) to Philadelphia International Airport (PHL)plane plane MDW - PHL
    2. Take the train from 30th Street Station to Hammontontrain train
    6h 19m
    $166–448

  2. Fly Chicago O'Hare International Airport to Philadelphia International Airport, train

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Philadelphia International Airport (PHL)plane plane ORD - PHL
    2. Take the train from 30th Street Station to Hammontontrain train
    6h 39m
    $126–598

  3. Bus

    1. Take the bus from Chicago Bus Station to Newark Penn Stationbus bus FlixBus N2641 / ...
    2. Take the bus from Newark Penn Station to Philadelphia Bus Stationbus bus Greyhound US0235 / ...
    20h 17m
    $168–274

  4. Train via Washington

    1. Take the train from Chicago Union Station to Rockville Amtraktrain train
    2. Take the train from Washington Union Station to 30th Street Stationtrain train
    3. Take the train from 30th Street Station to Hammontontrain train
    21h 27m
    $311–623

  5. Drive 786.5 mi

    1. Drive from Chicago to Winslowcar car 786.5 mi
    13h 2m
    $144–208

  6. Fly Chicago Midway International Airport to Baltimore-Washington International Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Baltimore-Washington International Airport (BWI)plane plane MDW - BWI
    2. Take the train from BWI Thurgood Marshall to 30th Street Stationtrain train
    3. Take the train from 30th Street Station to Hammontontrain train
    7h 46m
    $166–917

  7. Fly Chicago Midway International Airport to Laguardia Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)plane plane MDW - LGA
    2. Take the train from Ny Moynihan Train Hall At Penn Station to 30th Street Stationtrain train
    3. Take the train from 30th Street Station to Hammontontrain train
    8h 7m
    $196–1,201

  8. Fly Chicago Midway International Airport to Ronald Reagan Washington National Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Ronald Reagan Washington National Airport (DCA)plane plane MDW - DCA
    2. Take the train from Washington Union Station to 30th Street Stationtrain train
    3. Take the train from 30th Street Station to Hammontontrain train
    7h 51m
    $186–842

  9. 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)plane plane ORD - EWR
    2. Take the train from Newark Liberty International Airport to 30th Street Stationtrain train
    3. Take the train from 30th Street Station to Hammontontrain train
    8h 24m
    $198–1,500

  10. Bus via Baltimore (Greyhound)

    1. Take the bus from Chicago Bus Station to Baltimore Downtown Bus Stationbus bus Greyhound US0164
    2. Take the bus from Baltimore Greyhound Garage to Philadelphia Bus Stationbus bus Greyhound US0305
    25h 25m
    $158–297

  11. Train

    1. Take the train from Chicago Union Station to 30th Street Stationtrain train Cardinal
    2. Take the train from 30th Street Station to Hammontontrain train Atlc
    28h 4m
    $366–722

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

Calendar33Weekly Planes
Duration1h 59mAverage Duration
Ticket$133Cheapest Price
See schedules

Questions & Answers

Map of how to get from Chicago to Winslow.ExpandLaunch map view
  • Distance: 729.3 mi
  • Duration: 6h 19m

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

You can take a bus from Chicago Bus Station to Winslow via Newark Penn Station, Philadelphia Bus Station, Market St At 11Th St, and Avandale Park & Ride in around 20h 17m. Alternatively, you can take a train from Chicago Union Station to Winslow via Rockville Amtrak, Rockville, Red Line Center Platform, Union Station, Red Line Center Platform, Washington Union Station, 30th Street Station, and Hammonton in around 21h 27m.

Airlines
Train operators
Bus operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound

More Questions & Answers