Rome2Rio

How to get fromChicago to Boothbay Harborby plane, bus, train, bus (Greyhound), car, or bus (Flixbus)

Find Transport to Boothbay Harbor

See all options

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

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 Portland, bus

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Portland (PWM)plane plane ORD - PWM
    2. Take the bus from Congress St + Maine Med to Bath Info Center + BIWbus bus
    7h 52m
    $166–548

  2. Train, Amtrak Thruway (Amtrak)

    1. Take the train from Chicago Union Station to Bostontrain train Lake Shore Limited
    2. Take the bus from South Station to Bath, MEbus bus Boston
    26h 29m
    $358–732

  3. Bus via Brook Park

    1. Take the bus from Chicago Bus Station to Cleveland Bus Stationbus bus
    2. Take the bus from Cleveland Bus Station to Bostonbus bus
    3. Take the bus from Boston South Buses to Bath, MEbus bus
    26h 32m
    $264–395

  4. Drive  1,091 mi

    1. Drive from Chicago to Boothbay Harborcar car 1,091 mi
    20h 31m
    $200–288

  5. Fly Chicago Midway International Airport to Portland, bus

    1. Fly from Chicago Midway International Airport (MDW) to Portland (PWM)plane plane MDW - PWM
    2. Take the bus from Congress St + Maine Med to Bath Info Center + BIWbus bus
    7h 26m
    $192–758

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

    1. Fly from Chicago O'Hare International Airport (ORD) to Bangor (BGR)plane plane ORD - BGR
    2. Take the bus from Bangor, ME to Wiscassetbus bus
    9h 29m
    $174–667

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

    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 Bath, MEbus bus
    8h 43m
    $210–700

  8. Fly Chicago Midway International Airport to Manchester Airport, bus

    1. Fly from Chicago Midway International Airport (MDW) to Manchester Airport (MHT)plane plane MDW - MHT
    2. Take the bus from Boston Manchester Airport to Bostonbus bus
    3. Take the bus from Boston South Buses to Bath, MEbus bus
    10h 37m
    $220–708

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

    1. Fly from Chicago O'Hare International Airport (ORD) to Manchester Airport (MHT)plane plane ORD - MHT
    2. Take the bus from Boston Manchester Airport to Bostonbus bus
    3. Take the bus from Boston South Buses to Bath, MEbus bus
    10h 59m
    $190–548

  10. Bus

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus
    2. Take the bus from New York Midtown to Bostonbus bus
    3. Take the bus from Boston South Buses to Wiscassetbus bus
    30h 5m
    $257–379

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

Calendar70Weekly Planes
Duration3h 21mAverage Duration
Ticket$85Cheapest Price
See schedules

Comparing Your Travel Options

Map of how to get from Chicago to Boothbay Harbor.ExpandLaunch map view
  • Distance: 981 mi
  • Duration: 7h 52m

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

You can take a bus from Chicago Bus Station to Boothbay Harbor via Cleveland Bus Station, Boston, Boston South Buses, and Bath, ME in around 26h 32m.

Airlines
Train operators
Bus operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound

Booking & Getting There