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

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There are 8 ways to get from Boothbay to Chicago by taxi, bus, plane, train, 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, bus to Portland, fly to Chicago Midway International Airport

    best
    1. Take the taxi from Boothbay to Brunswick Train Stationtaxi taxi
    2. Take the bus from Brunswick Train Station to Congress St + Forest St/Mmcbus bus
    3. Fly from Portland (PWM) to Chicago Midway International Airport (MDW)plane plane PWM - MDW
    6h 57m
    $244–879
  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
    $146–507
  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
    $295–650
  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 35m
    $210–345
  5. Drive 1,091.2 mi

    1. Drive from Boothbay to Chicagocar car 1,091.2 mi
    20h 24m
    $200–288
  6. Taxi, bus to Portland, fly to Chicago O'Hare International Airport

    1. Take the taxi from Boothbay to Brunswick Train Stationtaxi taxi
    2. Take the bus from Brunswick Train Station to Congress St + Forest St/Mmcbus bus
    3. Fly from Portland (PWM) to Chicago O'Hare International Airport (ORD)plane plane PWM - ORD
    7h 38m
    $184–569
  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 25m
    $223–716
  8. Taxi, train, bus to Boston Logan Airport, fly to Chicago O'Hare 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 O'Hare International Airport (ORD)plane plane BOS - ORD
    8h 43m
    $258–546

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

Calendar16Weekly Planes
Duration5h 8mAverage Duration
Ticket$142Cheapest 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 35m.

Airlines
Train operators
Bus operators
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