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

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There are 9 ways to get from Philadelphia, PA to Chicago by plane, bus (Flixbus), train (Amtrak), car, train, 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

    best
    1. Fly from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW)plane plane PHL - MDW
    4h 30m
    $88–485

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

    cheapest
    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 57m
    $83–1,043

  3. Bus

    1. Take the bus from Philadelphia to Allentownbus bus Fab21
    2. Take the bus from Allentown to Chicago Bus Stationbus bus FlixBus N2640
    20h 52m
    $129–206

  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 16m
    $118–909

  5. Drive 757.8 mi

    1. Drive from Philadelphia, PA to Chicagocar car 757.8 mi
    12h 29m
    $139–200

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

    1. Fly from Philadelphia International Airport (PHL) to Chicago O'Hare International Airport (ORD)plane plane PHL - ORD
    4h 54m
    $114–424

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

    1. Take the bus from Philadelphia to Allentownbus bus
    2. Fly from Lehigh Valley International Airport (ABE) to Chicago O'Hare International Airport (ORD)plane plane ABE - ORD
    7h 37m
    $88–391

  8. 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 29m
    $90–222

  9. Train (Amtrak)

    1. Take the train from 30th Street Station to Chicago Union Stationtrain train Cardinal
    27h 54m
    $110–390

Philadelphia, PA to Chicago by foot and bus

Calendar7Weekly Services
Duration20h 52mAverage Duration
Ticket$129Cheapest Price
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Questions & Answers

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

Southwest Airlines and Delta fly from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW) 4 times a day. Alternatively, you can take a vehicle from Philadelphia, PA to Chicago Bus Station via Philadelphia and Allentown in around 20h 52m.

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Need to know: Greyhound

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