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

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There are 8 ways to get from Upper Darby to Chicago by plane, bus (Flixbus), train (Amtrak), car, train, 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

    best
    1. Fly from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW)plane plane PHL - MDW
    4h
    $145–408

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

    cheapest
    1. Fly from Philadelphia International Airport (PHL) to Chicago O'Hare International Airport (ORD)plane plane PHL - ORD
    4h 29m
    $90–458

  3. 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
    21h 29m
    $163–278

  4. 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
    21h 34m
    $275–1,156

  5. Drive 751 mi

    1. Drive from Upper Darby to Chicagocar car 751 mi
    12h 32m
    $138–198

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

    1. Take the train from 30th Street Station to BWI Thurgood Marshalltrain train
    2. Fly from Baltimore-Washington International Airport (BWI) to Chicago Midway International Airport (MDW)plane plane BWI - MDW
    5h 51m
    $149–958

  7. Bus via Baltimore

    1. Take the bus from Philadelphia to Baltimorebus bus New York
    2. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus bus Greyhound US0164
    23h 48m
    $136–293

  8. Train (Amtrak)

    1. Take the train from 30th Street Station to Chicago Union Stationtrain train Cardinal
    28h 26m
    $343–703

Upper Darby to Chicago by train and bus

Calendar6Weekly Services
Duration21h 29mAverage Duration
Ticket$163Cheapest Price
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Questions & Answers

Map of how to get from Upper Darby to Chicago.ExpandLaunch map view
  • Distance: 682.6 mi
  • Duration: 4h

What companies run services between Upper Darby, PA, USA and Chicago, IL, USA?

Southwest Airlines and Delta fly from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW) every 4 hours. Alternatively, you can take a train from Lansdowne to Chicago Bus Station via Gray 30th St Station, Philadelphia 30th St Station, Allentown Transportation Center, and Allentown in around 21h 29m.

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Want to know more about travelling around United States

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