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

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

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

  1. Bus, train to Philadelphia International Airport, fly to Chicago Midway International Airport

    best
    1. Take the bus from Federal St @ Water St to Wilmington Tcbus bus
    2. Take the train from Wilmington to 30th Street Stationtrain train
    3. Fly from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW)plane plane PHL - MDW
    6h 36m
    $154–933

  2. Bus, train to Baltimore-Washington International Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the bus from Federal St @ Water St to Wilmington Tcbus bus
    2. Take the train from Wilmington to BWI Thurgood Marshalltrain train
    3. Fly from Baltimore-Washington International Airport (BWI) to Chicago O'Hare International Airport (ORD)plane plane BWI - ORD
    7h 15m
    $89–970

  3. Bus, train via Rockville

    1. Take the bus from Federal St @ Water St to Wilmington Tcbus bus 301
    2. Take the train from Wilmington to Washington Union Stationtrain train
    3. Take the train from Rockville Amtrak to Chicago Union Stationtrain train
    22h 30m
    $271–1,158

  4. Bus

    1. Take the bus from Federal St @ Water St to Wilmington Tcbus bus 301
    2. Take the bus from Wilmington Bus Station to Baltimore Downtown Bus Stationbus bus
    3. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus bus
    23h 28m
    $124–246

  5. Drive 766.5 mi

    1. Drive from Dover to Chicagocar car 766.5 mi
    13h 36m
    $140–203

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

    1. Take the bus from Federal St @ Water St to Wilmington Tcbus bus
    2. Take the train from Wilmington to 30th Street Stationtrain train
    3. Fly from Philadelphia International Airport (PHL) to Chicago O'Hare International Airport (ORD)plane plane PHL - ORD
    7h 5m
    $134–783

  7. Bus, train to Baltimore-Washington International Airport, fly to Chicago Midway International Airport

    1. Take the bus from Federal St @ Water St to Wilmington Tcbus bus
    2. Take the train from Wilmington to BWI Thurgood Marshalltrain train
    3. Fly from Baltimore-Washington International Airport (BWI) to Chicago Midway International Airport (MDW)plane plane BWI - MDW
    6h 48m
    $144–910

  8. Bus, train to Ronald Reagan Washington National Airport, fly to Chicago Midway International Airport

    1. Take the bus from Federal St @ Water St to Wilmington Tcbus bus
    2. Take the train from Wilmington to Washington Union Stationtrain train
    3. Fly from Ronald Reagan Washington National Airport (DCA) to Chicago Midway International Airport (MDW)plane plane DCA - MDW
    7h 29m
    $145–1,267

  9. Bus, train to Ronald Reagan Washington National Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Federal St @ Water St to Wilmington Tcbus bus
    2. Take the train from Wilmington to Washington Union Stationtrain train
    3. Fly from Ronald Reagan Washington National Airport (DCA) to Chicago O'Hare International Airport (ORD)plane plane DCA - ORD
    7h 52m
    $155–1,517

  10. Bus, train

    1. Take the bus from Federal St @ Water St to Wilmington Tcbus bus 301
    2. Take the train from Wilmington to Jefferson Stationtrain train Wil
    3. Take the bus from Philadelphia Bus Station to Readingbus bus
    4. Take the bus from Reading to Chicago Bus Stationbus bus
    26h
    $156–264

  11. Bus, train #2

    1. Take the bus from Federal St @ Water St to Wilmington Tcbus bus 301
    2. Take the train from Wilmington to Chicago Union Stationtrain train Cardinal
    29h 13m
    $334–705

Dover to Chicago by bus, train, and subway

Calendar7Weekly Services
Duration22h 30mAverage Duration
Ticket$271Cheapest Price
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Questions & Answers

Map of how to get from Dover to Chicago.ExpandLaunch map view
  • Distance: 763.3 mi
  • Duration: 6h 36m

What companies run services between Dover, DE, USA and Chicago, IL, USA?

You can take a bus from Federal St @ Water St to Chicago Bus Station via Wilmington Tc, Wilmington Bus Station, and Baltimore Downtown Bus Station in around 23h 28m.

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Train operators
Bus operators

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