Rome2Rio

How to get fromChicago to Millsboroby plane, shuttle, train, bus, bus (Greyhound), car, or subway

Find Transport to Millsboro

See all options

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

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

  1. Fly Chicago Midway International Airport to Philadelphia International Airport, shuttle

    best
    1. Fly from Chicago Midway International Airport (MDW) to Philadelphia International Airport (PHL)plane plane MDW - PHL
    2. Take a shuttle bus from Philadelphia Airport to Lewes Transit Centershuttle bus
    8h 18m
    $216–481

  2. Fly Chicago O'Hare International Airport to Baltimore-Washington International Airport, train, bus

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Baltimore-Washington International Airport (BWI)plane plane ORD - BWI
    2. Take the train from BWI Thurgood Marshall to Wilmingtontrain train
    3. Take the bus from Wilmington Tc to Rehoboth P-N-R @ Country Club Rdbus bus
    9h 59m
    $112–1,077

  3. Train, bus via Washington

    1. Take the train from Chicago Union Station to Washington Union Stationtrain train
    2. Take the train from Washington Union Station to Wilmingtontrain train
    3. Take the bus from Wilmington Tc to Rehoboth P-N-R @ Country Club Rdbus bus 305
    23h 36m
    $285–1,165

  4. Bus

    1. Take the bus from Chicago Bus Station to Baltimore Downtown Bus Stationbus bus
    2. Take the bus from Baltimore Downtown Bus Station to Wilmington Bus Stationbus bus
    3. Take the bus from Wilmington Tc to Rehoboth P-N-R @ Country Club Rdbus bus 305
    24h 30m
    $138–256

  5. Drive 787.7 mi

    1. Drive from Chicago to Millsborocar car 787.7 mi
    13h 54m
    $144–208

  6. Fly Chicago O'Hare International Airport to Philadelphia International Airport, shuttle

    1. Fly from Chicago O'Hare International Airport (ORD) to Philadelphia International Airport (PHL)plane plane ORD - PHL
    2. Take a shuttle bus from Philadelphia Airport to Lewes Transit Centershuttle bus
    8h 37m
    $176–631

  7. Fly Chicago Midway International Airport to Baltimore-Washington International Airport, train, bus

    1. Fly from Chicago Midway International Airport (MDW) to Baltimore-Washington International Airport (BWI)plane plane MDW - BWI
    2. Take the train from BWI Thurgood Marshall to Wilmingtontrain train
    3. Take the bus from Wilmington Tc to Rehoboth P-N-R @ Country Club Rdbus bus
    9h 36m
    $148–837

  8. Fly Chicago Midway International Airport to Ronald Reagan Washington National Airport, train, bus

    1. Fly from Chicago Midway International Airport (MDW) to Ronald Reagan Washington National Airport (DCA)plane plane MDW - DCA
    2. Take the train from Washington Union Station to Wilmingtontrain train
    3. Take the bus from Wilmington Tc to Rehoboth P-N-R @ Country Club Rdbus bus
    9h 49m
    $158–1,372

  9. Fly Chicago O'Hare International Airport to Ronald Reagan Washington National Airport, train, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Ronald Reagan Washington National Airport (DCA)plane plane ORD - DCA
    2. Take the train from Washington Union Station to Wilmingtontrain train
    3. Take the bus from Wilmington Tc to Rehoboth P-N-R @ Country Club Rdbus bus
    10h 9m
    $158–1,522

  10. Fly Chicago O'Hare International Airport to Washington Dulles International Airport, subway, train, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Washington Dulles International Airport (IAD)plane plane ORD - IAD
    2. Take the subway from Washington Dulles International Airport, Silver Line Center Platform to Farragut West, Blue/Orange/Silver Line Track 1 Platformsubway subway
    3. Take the train from Washington Union Station to Wilmingtontrain train
    4. Take the bus from Wilmington Tc to Rehoboth P-N-R @ Country Club Rdbus bus
    10h 50m
    $218–1,571

  11. Train, bus

    1. Take the train from Chicago Union Station to Wilmingtontrain train Cardinal
    2. Take the bus from Wilmington Tc to Rehoboth P-N-R @ Country Club Rdbus bus 305
    30h
    $345–682

Chicago to Millsboro by train and bus

Calendar10Weekly Services
Duration23h 36mAverage Duration
Ticket$285Cheapest Price
See schedules

Questions & Answers

Map of how to get from Chicago to Millsboro.ExpandLaunch map view
  • Distance: 806.2 mi
  • Duration: 8h 18m

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

You can take a bus from Chicago Bus Station to Monroe St At Brandywine Village Apts via Baltimore Downtown Bus Station, Wilmington Bus Station, Wilmington Tc, and Rehoboth P-N-R @ Country Club Rd in around 24h 30m.

Airlines
Train operators
Bus operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound

More Questions & Answers