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How to get fromDelaware to Chicagoby train, plane, train (Amtrak), bus (Greyhound), car or bus

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There are 11 ways to get from Delaware to Chicago by train, plane, train (Amtrak), bus (Greyhound), car, or bus

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Train to Philadelphia International Airport, fly to Chicago Midway International Airport

    best
    1. Take the train from Wilmington to 30th Street Stationtrain train
    2. Fly from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW)plane plane PHL - MDW
    4h 54m
    $91–1,007

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

    cheapest
    1. Take the train from Wilmington to BWI Thurgood Marshalltrain train
    2. Fly from Baltimore-Washington International Airport (BWI) to Chicago Midway International Airport (MDW)plane plane BWI - MDW
    4h 57m
    $82–1,001

  3. Train via Washington (Amtrak)

    1. Take the train from Wilmington to Washington Union Stationtrain train Northeast Regional
    2. Take the train from Rockville Amtrak to Chicago Union Stationtrain train Floridian
    20h 29m
    $107–887

  4. Bus (Greyhound)

    1. Take the bus from Wilmington Bus Station to Baltimore Downtown Bus Stationbus bus Greyhound US0305 / ...
    2. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus bus Greyhound US0164
    20h 55m
    $92–267

  5. Drive 739.2 mi

    1. Drive from Wilmington to Chicagocar car 739.2 mi
    12h 26m
    $135–195

  6. Train to Philadelphia International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Wilmington to 30th Street Stationtrain train
    2. Fly from Philadelphia International Airport (PHL) to Chicago O'Hare International Airport (ORD)plane plane PHL - ORD
    5h 17m
    $116–967

  7. Train to Baltimore-Washington International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Wilmington to BWI Thurgood Marshalltrain train
    2. Fly from Baltimore-Washington International Airport (BWI) to Chicago O'Hare International Airport (ORD)plane plane BWI - ORD
    5h 16m
    $92–931

  8. Fly New Castle Airport to Chicago O'Hare International Airport

    1. Fly from New Castle Airport (ILG) to Chicago O'Hare International Airport (ORD)plane plane ILG - ORD
    4h 53m
    $99–407

  9. Train to Philadelphia International Airport, fly to General Mitchell International Airport, train

    1. Take the train from Wilmington to 30th Street Stationtrain train
    2. Fly from Philadelphia International Airport (PHL) to General Mitchell International Airport (MKE)plane plane PHL - MKE
    3. Take the train from Milwaukee to Chicago Union Stationtrain train
    7h 34m
    $248–1,212

  10. Train, bus

    1. Take the train from Wilmington to Gray 30th St Stationtrain train Wil
    2. Take the bus from Philadelphia 30th St Station to Allentown - Wescosville, PAbus bus
    3. Take the bus from Allentown to Chicago Bus Stationbus bus
    22h 48m

  11. Train (Amtrak)

    1. Take the train from Wilmington to Chicago Union Stationtrain train Cardinal
    26h 15m
    $230–550

Delaware to Chicago by train and subway (Amtrak)

Calendar7Weekly Services
Duration20h 29mAverage Duration
Ticket$107Cheapest Price
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Questions & Answers

What companies run services between Delaware, USA and Chicago, IL, USA?

You can take a train from Wilmington to Chicago Union Station via Washington, Columbus Circle, Union Station, Union Station, Red Line Center Platform, Rockville, Red Line Center Platform, and Rockville Amtrak in around 20h 29m. Alternatively, you can take a bus from Wilmington Bus Station to Chicago Bus Station via Baltimore Downtown Bus Station in around 20h 55m.

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