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

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There are 10 ways to get from Boothbay to Chicago by taxi, train, plane, bus, bus (Amtrak, Flixbus), or car

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

  1. Taxi, train to Portland, fly to Chicago O'Hare International Airport

    best
    1. Take the taxi from Boothbay to Brunswick Amtrak Stationtaxi taxi
    2. Take the train from Brunswick Amtrak Station to Portlandtrain train
    3. Fly from Portland (PWM) to Chicago O'Hare International Airport (ORD)plane plane PWM - ORD
    7h 45m
    $182–544
  2. Amtrak Thruway to Bangor, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the bus from Wiscasset to Bangor, MEbus bus
    2. Fly from Bangor (BGR) to Chicago O'Hare International Airport (ORD)plane plane BGR - ORD
    8h 42m
    $136–467
  3. Amtrak Thruway, train

    1. Take the bus from Wiscasset to South Stationbus bus Bangor
    2. Take the train from Boston to Chicago Union Stationtrain train Lake Shore Limited
    27h 18m
    $175–800
  4. Amtrak Thruway, bus

    1. Take the bus from Wiscasset to 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
    30h 39m
    $195–380
  5. Drive 1,091.2 mi

    1. Drive from Boothbay to Chicagocar car 1,091.2 mi
    20h 23m
    $200–288
  6. Taxi, train to Portland, fly to Chicago Midway International Airport

    1. Take the taxi from Boothbay to Brunswick Amtrak Stationtaxi taxi
    2. Take the train from Brunswick Amtrak Station to Portlandtrain train
    3. Fly from Portland (PWM) to Chicago Midway International Airport (MDW)plane plane PWM - MDW
    7h 7m
    $217–734
  7. Taxi, train, bus to Boston Logan Airport, fly to Chicago Midway International Airport

    1. Take the taxi from Boothbay to Brunswick Amtrak Stationtaxi taxi
    2. Take the train from Brunswick Amtrak Station to Portlandtrain train
    3. Take the bus from Portland, ME to Logan International Airportbus bus
    4. Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)plane plane BOS - MDW
    8h 30m
    $212–620
  8. Amtrak Thruway, bus to Manchester Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Bath, ME to 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 37m
    $187–566
  9. Amtrak Thruway, bus to Manchester Airport, fly to Chicago Midway International Airport

    1. Take the bus from Bath, ME to 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
    10h 16m
    $217–766
  10. Taxi, train, bus to Boston Logan Airport, fly to General Mitchell International Airport

    1. Take the taxi from Boothbay to Brunswick Amtrak Stationtaxi taxi
    2. Take the train from Brunswick Amtrak Station to Portlandtrain train
    3. Take the bus from Portland, ME to Logan International Airportbus bus
    4. Fly from Boston Logan Airport (BOS) to General Mitchell International Airport (MKE)plane plane BOS - MKE
    5. Take the train from Milwaukee to Chicago Union Stationtrain train
    10h 31m
    $429–875

Portland (PWM) to Chicago O'Hare International Airport (ORD) flights

Calendar51Weekly Planes
Duration5h 29mAverage Duration
Ticket$78Cheapest Price
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Questions & Answers

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, South Station, Boston, and New York Midtown in around 30h 39m.

Airlines
Train operators
Bus operators
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