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How to get fromChicago to Deer Isleby plane, bus, train or car

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There are 10 ways to get from Chicago to Deer Isle by plane, bus, train, 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. Fly Chicago O'Hare International Airport to Bangor, bus

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Bangor (BGR)plane plane ORD - BGR
    2. Take the bus from Bangor International Airport to Ellsworth City Hallbus bus
    3. Take the bus from Ellsworth City Hall to Deer Isle - Deer Run Apartmentsbus bus
    8h 25m
    $82–525

  2. Train, Amtrak Thruway, drive

    1. Take the train from Chicago Union Station to Bostontrain train
    2. Take the bus from South Station to Lincolnville, MEbus bus
    3. Drive from Lincolnville, ME to Deer Islecar car
    29h 23m
    $135–433

  3. Bus, drive

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus
    2. Take the bus from New York Midtown to Providencebus bus
    3. Take the bus from Providence Bus Terminal to Boston Airportbus bus
    4. Take the bus from Boston Logan Airport Terminal C to Lincolnville, MEbus bus
    5. Drive from Lincolnville, ME to Deer Islecar car
    35h
    $192–445

  4. Drive 1,167.6 mi

    1. Drive from Chicago to Deer Islecar car 1,167.6 mi
    21h 43m
    $214–308

  5. Fly Chicago O'Hare International Airport to Rockland, drive

    1. Fly from Chicago O'Hare International Airport (ORD) to Rockland (RKD)plane plane ORD - RKD
    2. Drive from Rockland (RKD) to Deer Islecar car
    8h 26m
    $96–427

  6. Fly Chicago O'Hare International Airport to Portland, Amtrak Thruway, drive

    1. Fly from Chicago O'Hare International Airport (ORD) to Portland (PWM)plane plane ORD - PWM
    2. Take the bus from Portland, ME to Lincolnville, MEbus bus
    3. Drive from Lincolnville, ME to Deer Islecar car
    11h 6m
    $116–495

  7. Fly Chicago Midway International Airport to Portland, Amtrak Thruway, drive

    1. Fly from Chicago Midway International Airport (MDW) to Portland (PWM)plane plane MDW - PWM
    2. Take the bus from Portland, ME to Lincolnville, MEbus bus
    3. Drive from Lincolnville, ME to Deer Islecar car
    10h 43m
    $146–675

  8. Fly Chicago O'Hare International Airport to Boston Logan Airport, Amtrak Thruway, drive

    1. Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)plane plane ORD - BOS
    2. Take the bus from South Station to Lincolnville, MEbus bus
    3. Drive from Lincolnville, ME to Deer Islecar car
    11h 53m
    $160–509

  9. Fly Chicago Midway International Airport to Boston Logan Airport, Amtrak Thruway, drive

    1. Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane plane MDW - BOS
    2. Take the bus from South Station to Lincolnville, MEbus bus
    3. Drive from Lincolnville, ME to Deer Islecar car
    11h 28m
    $160–709

  10. Train, bus

    1. Take the train from Chicago Union Station to Bostontrain train
    2. Take the bus from Boston, MA - South Station to Bangor Transportation Centerbus bus
    3. Take the bus from Bangor - Concord Coach to Ellsworth City Hallbus bus
    4. Take the bus from Ellsworth City Hall to Deer Isle - Deer Run Apartmentsbus bus
    31h 17m
    $129–536

Chicago O'Hare International Airport (ORD) to Bangor (BGR) flights

Calendar65Weekly Planes
Duration4h 40mAverage Duration
Ticket$81Cheapest Price
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Questions & Answers

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

There is no direct connection from Chicago to Deer Isle. However, you can take the subway to O'Hare, walk to Chicago O'Hare International Airport (ORD) airport, fly to Bangor (BGR), walk to Bangor International Airport, take the bus to Ellsworth City Hall, then take the bus to Deer Isle - Deer Run Apartments. Alternatively, you can take a train from Chicago Union Station to Deer Isle via Boston, South Station, and Lincolnville, ME in around 29h 23m.

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