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

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There are 12 ways to get from Dover to Chicago by train, plane, bus (Flixbus), train (Amtrak), 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 Newark Liberty International Airport, fly to Chicago O'Hare International Airport

    best
    1. Take the train from Dover to Newark Broad Sttrain train
    2. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane plane EWR - ORD
    6h 10m
    $166–877

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

    cheapest
    1. Take the train from Dover to New York Penn Stationtrain train
    2. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane plane HPN - ORD
    8h 44m
    $110–495

  3. Bus

    1. Take the bus from Newark Penn Station to Chicago Bus Stationbus bus FlixBus N2641 / ...
    20h 52m
    $136–253

  4. Train via Ossining

    1. Take the train from Dover to New York Penn Stationtrain train Mne
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Croton-Harmon Amtrak Stationtrain train
    3. Take the train from Croton-Harmon Amtrak Station to Chicago Union Stationtrain train
    22h 52m
    $313–691

  5. Drive 752.9 mi

    1. Drive from Dover to Chicagocar car 752.9 mi
    12h 27m
    $138–199

  6. Train to Laguardia Airport, fly to Chicago Midway International Airport

    1. Take the train from Dover to New York Penn Stationtrain train
    2. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane plane LGA - MDW
    6h 11m
    $188–577

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

    1. Take the train from Dover to New York Penn Stationtrain train
    2. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane plane LGA - ORD
    6h 32m
    $218–677

  8. Train, train to Philadelphia International Airport, fly to Chicago Midway International Airport

    1. Take the train from Dover to Newark Broad Sttrain train
    2. Take the train from Newark Penn Station to 30th Street Stationtrain train
    3. Fly from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW)plane plane PHL - MDW
    7h 2m
    $168–1,033

  9. Train to Newark Liberty International Airport, fly to General Mitchell International Airport, train

    1. Take the train from Dover to Newark Broad Sttrain train
    2. Fly from Newark Liberty International Airport (EWR) to General Mitchell International Airport (MKE)plane plane EWR - MKE
    3. Take the train from Milwaukee to Chicago Union Stationtrain train
    8h 25m
    $583–896

  10. Train, bus to Lehigh Valley International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Dover to New York Penn Stationtrain train
    2. Take the bus from New York to Allentown Airportbus bus
    3. Fly from Lehigh Valley International Airport (ABE) to Chicago O'Hare International Airport (ORD)plane plane ABE - ORD
    8h 50m

  11. Train, bus

    1. Take the train from Dover to Newark Broad Sttrain train Mne
    2. Take the bus from Newark Penn Station to Baltimorebus bus
    3. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus bus
    26h 21m
    $164–360

  12. Train

    1. Take the train from Dover to Newark Broad Sttrain train Mne / ...
    2. Take the train from Newark Penn Station to Chicago Union Stationtrain train Cardinal
    30h 39m
    $364–770

Dover to Chicago by bus

Calendar22Weekly Buses
Duration20h 52mAverage Duration
Ticket$136Cheapest Price
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Questions & Answers

Map of how to get from Dover to Chicago.ExpandLaunch map view
  • Distance: 774.9 mi
  • Duration: 6h 10m

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

Flixbus USA operates a bus from Newark Penn Station to Chicago Bus Station twice daily. Tickets cost $130–230 and the journey takes 16h 20m. FlixBus-us also services this route once daily. Alternatively, you can take a train from Dover to Chicago Union Station via Penn Station, Ny Moynihan Train Hall At Penn Station, and Croton-Harmon Amtrak Station in around 22h 52m.

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