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

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There are 9 ways to get from West Chester to Chicago by bus, plane, train (Amtrak), bus (Greyhound, Flixbus), 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. Line 104 bus to Philadelphia International Airport, fly to Chicago Midway International Airport

    best
    1. Take the bus from Chestnut St & Darlington St to 69th St Transit Centerbus bus
    2. Fly from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW)plane plane PHL - MDW
    5h 37m
    $151–414

  2. Line 104 bus to Philadelphia International Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the bus from Chestnut St & Darlington St to 69th St Transit Centerbus bus
    2. Fly from Philadelphia International Airport (PHL) to Chicago O'Hare International Airport (ORD)plane plane PHL - ORD
    6h 5m
    $96–464

  3. Train via Pittsburgh (Amtrak)

    1. Take the train from Paoli Amtrak Station to Pittsburgh Amtrak Stationtrain train Pennsylvanian
    2. Take the train from Pittsburgh Amtrak Station to Chicago Union Stationtrain train Floridian
    19h 16m
    $253–543

  4. Bus

    1. Take the bus from King of Prussia Park & Ride to Harrisburg Bus Stationbus bus Greyhound US0421
    2. Take the bus from Harrisburg Bus Station to Chicago Bus Stationbus bus FlixBus N2640 / ...
    21h 34m
    $139–232

  5. Drive 733.9 mi

    1. Drive from West Chester to Chicagocar car 733.9 mi
    12h 3m
    $134–194

  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
    6h 51m
    $152–881

  7. Train to Harrisburg International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Downingtown Amtrak to Harrisburgtrain train
    2. Fly from Harrisburg International Airport (MDT) to Chicago O'Hare International Airport (ORD)plane plane MDT - ORD
    7h 47m
    $139–660

  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
    24h 35m
    $139–286

  9. Train (Amtrak)

    1. Take the train from 30th Street Station to Chicago Union Stationtrain train Cardinal
    29h 25m
    $346–706

West Chester to Chicago by bus and train (Amtrak)

Calendar7Weekly Services
Duration19h 16mAverage Duration
Ticket$253Cheapest Price
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Questions & Answers

Map of how to get from West Chester to Chicago.ExpandLaunch map view
  • Distance: 710.4 mi
  • Duration: 5h 37m

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

You can take a bus from High St & Washington St - FS to Chicago Union Station via Lancaster Av & Valley Rd, Paoli Amtrak Station, and Pittsburgh Amtrak Station in around 19h 16m. Alternatively, you can take a bus from High St & Washington St - FS to Chicago Bus Station via Plaza at King of Prussia, South Gulph Rd & Bill Smith Blvd - FS, King of Prussia Park & Ride, and Harrisburg Bus Station in around 21h 34m.

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