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

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There are 9 ways to get from Boothbay to Chicago by bus, plane, bus (Amtrak, Flixbus), train, car, taxi, or bus (Amtrak, 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 Bath Info Ctr + Biw to Congress St + Forest St/Mmcbus bus
    2. Fly from Portland (PWM) to Chicago Midway International Airport (MDW)plane plane PWM - MDW
    7h 10m
    $177–647

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

    cheapest
    1. Take the bus from Bath Info Ctr + Biw to Congress St + Forest St/Mmcbus bus
    2. Fly from Portland (PWM) to Chicago O'Hare International Airport (ORD)plane plane PWM - ORD
    7h 39m
    $157–507

  3. 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
    27h 5m
    $225–370

  4. 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
    $405–750

  5. Drive 1,090.5 mi

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

  6. Amtrak Thruway to Bangor, fly to Chicago O'Hare International Airport

    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 34m
    $171–597

  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 15m
    $211–589

  8. 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
    9h 56m
    $206–632

  9. Amtrak Thruway, bus via Brook Park

    1. Take the bus from Wiscasset to 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
    27h 11m
    $225–385

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

Calendar19Weekly Planes
Duration4h 31mAverage Duration
Ticket$107Cheapest Price
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Questions & Answers

Map of how to get from Boothbay to Chicago.ExpandLaunch map view
  • Distance: 967.5 mi
  • Duration: 7h 10m

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 27h 5m.

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Train operators
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