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How to get fromOgunquit to Chicagoby bus, plane, train, bus (Greyhound, Flixbus) or car

Find Transport to Chicago

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There are 9 ways to get from Ogunquit to Chicago by bus, plane, train, bus (Greyhound, 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. Bus to Portland, fly to Chicago Midway International Airport

    best
    1. Take the bus from Wells Transportation Center to City of Portlandbus bus
    2. Fly from Portland (PWM) to Chicago Midway International Airport (MDW)plane plane PWM - MDW
    6h 1m
    $172–847

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

    cheapest
    1. Take the bus from Wells Transportation Center to City of Portlandbus bus
    2. Fly from Portland (PWM) to Chicago O'Hare International Airport (ORD)plane plane PWM - ORD
    6h 42m
    $117–497

  3. Bus, train

    1. Take the bus from Wells Transportation Center to Bostonbus bus Greyhound US0265s
    2. Take the train from Boston to Chicago Union Stationtrain train Lake Shore Limited
    25h 30m
    $266–602

  4. Bus

    1. Take the bus from Wells Transportation Center to Bostonbus 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
    28h 47m
    $171–297

  5. Drive 1,008.1 mi

    1. Drive from Ogunquit to Chicagocar car 1,008.1 mi
    18h 45m
    $184–266

  6. Train to Boston Logan Airport, fly to Chicago Midway International Airport

    1. Take the train from Wells to Woburn Amtrak Stationtrain train
    2. Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)plane plane BOS - MDW
    7h 5m
    $145–632

  7. Train to Boston Logan Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Wells to Woburn Amtrak Stationtrain train
    2. Fly from Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD)plane plane BOS - ORD
    7h 23m
    $190–462

  8. Train, bus to Manchester Airport, fly to Chicago Midway International Airport

    1. Take the train from Wells to Bostontrain train
    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
    8h 42m
    $185–847

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

    1. Take the train from Wells to Bostontrain train
    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
    9h 12m
    $130–517

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

Calendar15Weekly Planes
Duration4h 38mAverage Duration
Ticket$148Cheapest Price
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Questions & Answers

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

You can take a vehicle from Ogunquit to Chicago Bus Station via Wells Transportation Center, Boston, and New York Midtown in around 28h 47m.

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