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How to get fromDewey Beach to Chicagoby shuttle, plane, bus (Flixbus), bus, train, car, or bus (Greyhound)

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There are 11 ways to get from Dewey Beach to Chicago by shuttle, plane, bus (Flixbus), bus, train, car, 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. Shuttle to Philadelphia International Airport, fly to Chicago Midway International Airport

    best
    1. Take a shuttle bus from Lewes Transit Center to Philadelphia Airportshuttle bus
    2. Fly from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW)plane plane PHL - MDW
    7h 7m
    $214–477

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

    cheapest
    1. Take the bus from Lewes Transit Center 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
    8h 59m
    $92–964

  3. Bus via New York

    1. Take the bus from Dewey Beach, DE to Penn Station NYbus bus Dewey Beach
    2. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2641 / ...
    22h 32m
    $179–281

  4. Bus, train via Washington

    1. Take the bus from Lewes Transit Center to Wilmington Tcbus bus 305
    2. Take the train from Wilmington to Washington Union Stationtrain train
    3. Take the train from Washington Union Station to Chicago Union Stationtrain train
    24h 4m
    $282–1,209

  5. Drive 794.3 mi

    1. Drive from Dewey Beach to Chicagocar car 794.3 mi
    14h 14m
    $145–210

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

    1. Take a shuttle bus from Lewes Transit Center to Philadelphia Airportshuttle bus
    2. Fly from Philadelphia International Airport (PHL) to Chicago O'Hare International Airport (ORD)plane plane PHL - ORD
    7h 36m
    $159–527

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

    1. Take the bus from Lewes Transit Center 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
    8h 37m
    $147–914

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

    1. Take the bus from Lewes Transit Center 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
    9h 18m
    $148–1,271

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

    1. Take the bus from Lewes Transit Center 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
    9h 40m
    $158–1,521

  10. Bus

    1. Take the bus from Rehoboth P-N-R @ Country Club Rd to Wilmington Tcbus bus 305
    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
    25h 22m
    $128–261

  11. Bus, train

    1. Take the bus from Rehoboth P-N-R @ Country Club Rd to Wilmington Tcbus bus 305
    2. Take the train from Wilmington to Chicago Union Stationtrain train Cardinal
    31h 7m
    $337–709

Dewey Beach to Chicago by bus and train

Calendar10Weekly Services
Duration24h 4mAverage Duration
Ticket$282Cheapest Price
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Questions & Answers

Map of how to get from Dewey Beach to Chicago.ExpandLaunch map view
  • Distance: 789.2 mi
  • Duration: 7h 7m

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

You can take a bus from Dewey Beach, DE to Chicago Bus Station via Penn Station NY and New York Midtown in around 22h 32m.

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