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

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There are 10 ways to get from Boothbay to Chicago by bus, plane, bus (Flixbus), 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. Bus to Portland, fly to Chicago Midway International Airport

    best
    1. Take the bus from Wiscasset to Portlandbus bus
    2. Fly from Portland (PWM) to Chicago Midway International Airport (MDW)plane plane PWM - MDW
    7h 2m
    $163–573

  2. Bus to Portland, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the bus from Wiscasset to Portlandbus bus
    2. Fly from Portland (PWM) to Chicago O'Hare International Airport (ORD)plane plane PWM - ORD
    7h 33m
    $148–503

  3. Bus

    1. Take the bus from Wiscasset to Boston South Stationbus bus
    2. Take the bus from Boston to New York Midtownbus bus
    3. Take the bus from New York Midtown to Chicago Bus Stationbus bus
    26h 16m
    $248–402

  4. Bus, train

    1. Take the bus from Wiscasset to Boston South Stationbus bus Bangor <-> Boston
    2. Take the train from Boston to Chicago Union Stationtrain train Lake Shore Limited
    26h 54m
    $408–802

  5. Drive 1,090.5 mi

    1. Drive from Boothbay to Chicagocar car 1,090.5 mi
    20h 26m
    $199–288

  6. Bus, bus to Boston Logan Airport, fly to Chicago Midway International Airport

    1. Take the bus from Wiscasset to Portlandbus bus
    2. Take the bus from Portland, ME to Logan International Airportbus bus
    3. Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)plane plane BOS - MDW
    8h 16m
    $161–505

  7. Bus to Bangor, fly to Chicago O'Hare International Airport

    1. Take the bus from Wiscasset to Bangorbus bus
    2. Fly from Bangor (BGR) to Chicago O'Hare International Airport (ORD)plane plane BGR - ORD
    9h 14m
    $186–645

  8. Bus, bus to Manchester Airport, fly to Chicago Midway International Airport

    1. Take the bus from Wiscasset to Boston South Stationbus bus
    2. Take the bus from Boston to Boston Manchester Airportbus bus
    3. Fly from Manchester Airport (MHT) to Chicago Midway International Airport (MDW)plane plane MHT - MDW
    9h 39m
    $178–573

  9. Bus, bus to Manchester Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Wiscasset to Boston South Stationbus bus
    2. Take the bus from Boston to Boston Manchester Airportbus bus
    3. Fly from Manchester Airport (MHT) to Chicago O'Hare International Airport (ORD)plane plane MHT - ORD
    10h 14m
    $163–503

  10. Bus via Brook Park

    1. Take the bus from Wiscasset to Boston South Stationbus bus
    2. Take the bus from Boston to Cleveland Bus Stationbus bus
    3. Take the bus from Cleveland Bus Station to Chicago Bus Stationbus bus
    26h 47m
    $228–422

Portland (PWM) to Chicago Midway International Airport (MDW) flights

Calendar14Weekly Planes
Duration4h 1mAverage Duration
Ticket$104Cheapest Price
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Questions & Answers

Map of how to get from Boothbay to Chicago.ExpandLaunch map view
  • Distance: 967.6 mi
  • Duration: 7h 2m

What companies run services between Boothbay, ME, USA and Chicago, IL, USA?

You can take a vehicle from Boothbay to Chicago Bus Station via Wiscasset, Boston South Station, Boston, and New York Midtown in around 26h 16m.

Airlines
Train operators
Bus operators

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