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How to get fromChicago to Middletownby plane, car, train, bus, or bus (Greyhound, Flixbus)

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There are 9 ways to get from Chicago to Middletown by plane, car, train, bus, or bus (Greyhound, Flixbus)

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 O'Hare International Airport to Lancaster, drive

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Lancaster (LNS)plane plane ORD - LNS
    2. Drive from Lancaster-Airport-LNS to Middletowncar car
    5h 30m
    $78–382

  2. Train, bus via Rockville

    1. Take the train from Chicago Union Station to Rockville Amtraktrain train
    2. Take the train from Washington Union Station to Wilmingtontrain train
    3. Take the bus from 11Th St @ King St to Odessa Park & Ridebus bus 301
    22h 17m
    $270–1,154

  3. 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 Newarkbus bus
    3. Take the bus from Newark Transit Hub to Main St @ N Catherine St Wbbus bus 046
    22h 42m
    $127–237

  4. Drive 750.4 mi

    1. Drive from Chicago to Middletowncar car 750.4 mi
    12h 50m
    $137–198

  5. Fly Chicago Midway International Airport to Philadelphia International Airport, train, bus

    1. Fly from Chicago Midway International Airport (MDW) to Philadelphia International Airport (PHL)plane plane MDW - PHL
    2. Take the train from 30th Street Station to Wilmingtontrain train
    3. Take the bus from 11Th St @ King St to Odessa Park & Ridebus bus
    7h 16m
    $154–936

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

    1. Fly from Chicago O'Hare International Airport (ORD) to Philadelphia International Airport (PHL)plane plane ORD - PHL
    2. Take the train from 30th Street Station to Wilmingtontrain train
    3. Take the bus from 11Th St @ King St to Odessa Park & Ridebus bus
    7h 35m
    $134–786

  7. 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 Newark Amtraktrain train
    3. Take the bus from Newark Transit Hub to Main St @ N Catherine St Wbbus bus
    8h 46m
    $160–783

  8. 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 11Th St @ King St to Odessa Park & Ridebus bus
    8h 28m
    $144–915

  9. Train, bus

    1. Take the train from Chicago Union Station to Wilmingtontrain train Cardinal
    2. Take the bus from Newark Transit Hub to Main St @ N Catherine St Wbbus bus 046
    28h 23m
    $330–676

Chicago to Middletown by train, subway, and bus

Calendar7Weekly Services
Duration22h 17mAverage Duration
Ticket$270Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Middletown.ExpandLaunch map view
  • Distance: 700.1 mi
  • Duration: 5h 30m

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

You can take a bus from Chicago Bus Station to Main St @ N Catherine St Wb via Baltimore Downtown Bus Station, Newark, Newark Train Station, and Newark Transit Hub in around 22h 42m.

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