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

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There are 10 ways to get from West Chester to Chicago by bus, plane, train (Amtrak), bus (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 43m
    $149–387

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

    cheapest
    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 46m
    $73–346

  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
    $193–494

  4. Bus (Flixbus)

    1. Take the bus from Philadelphia Bus Station to Chicago Bus Stationbus bus FlixBus N2642
    22h 51m
    $135–218

  5. Drive  733.9 mi

    1. Drive from West Chester to Chicagocar car 733.9 mi
    12h 2m
    $134–194

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

    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 7m
    $129–237

  7. 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
    $151–963

  8. Line 104 bus, bus to Lehigh Valley International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Chestnut St & Darlington St to 69th St Transit Centerbus bus
    2. Take the bus from Philadelphia 30th St Station to Allentown Transportation Centerbus bus
    3. Fly from Lehigh Valley International Airport (ABE) to Chicago O'Hare International Airport (ORD)plane plane ABE - ORD
    8h 40m
    $88–360

  9. 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
    $152–243

  10. Train (Amtrak)

    1. Take the train from 30th Street Station to Chicago Union Stationtrain train Cardinal
    29h 25m
    $265–658

West Chester to Chicago by bus and train (Amtrak)

Calendar7Weekly Services
Duration19h 16mAverage Duration
Ticket$193Cheapest Price
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Comparing Your Travel Options

Map of how to get from West Chester to Chicago.ExpandLaunch map view
  • Distance: 710.4 mi
  • Duration: 5h 43m

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, Flixbus USA operates a bus from Philadelphia Bus Station to Chicago Bus Station 3 times a week. Tickets cost $130–210 and the journey takes 20h.

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