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How to get fromChicago to Sanfordby plane, taxi, bus (Flixbus, Greyhound), train, bus, or car

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There are 9 ways to get from Chicago to Sanford by plane, taxi, bus (Flixbus, Greyhound), train, bus, 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 Midway International Airport to Portland, taxi

    best
    1. Fly from Chicago Midway International Airport (MDW) to Portland (PWM)plane plane MDW - PWM
    2. Take the taxi from Portland-Airport-PWM to Sanfordtaxi taxi
    4h 32m
    $222–735

  2. Fly Chicago O'Hare International Airport to Manchester Airport, drive

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Manchester Airport (MHT)plane plane ORD - MHT
    2. Drive from Manchester-Airport-MHT to Sanfordcar car
    5h 45m
    $98–440

  3. 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 to Wells Transportation Centerbus bus
    24h 53m
    $223–371

  4. Train, bus

    1. Take the train from Chicago Union Station to Bostontrain train Lake Shore Limited
    2. Take the bus from Boston to Wells Transportation Centerbus bus Greyhound US0265s
    25h 3m
    $375–745

  5. Drive 1,001.6 mi

    1. Drive from Chicago to Sanfordcar car 1,001.6 mi
    18h 32m
    $183–264

  6. Fly Chicago O'Hare International Airport to Portland, taxi

    1. Fly from Chicago O'Hare International Airport (ORD) to Portland (PWM)plane plane ORD - PWM
    2. Take the taxi from Portland-Airport-PWM to Sanfordtaxi taxi
    4h 57m
    $198–605

  7. Fly Chicago Midway International Airport to Manchester Airport, drive

    1. Fly from Chicago Midway International Airport (MDW) to Manchester Airport (MHT)plane plane MDW - MHT
    2. Drive from Manchester-Airport-MHT to Sanfordcar car
    5h 12m
    $112–570

  8. Fly Chicago O'Hare International Airport to Boston Logan Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)plane plane ORD - BOS
    2. Take the train from Woburn Amtrak Station to Wellstrain train
    7h 53m
    $674–1,119

  9. Fly Chicago Midway International Airport to Boston Logan Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane plane MDW - BOS
    2. Take the train from Woburn Amtrak Station to Wellstrain train
    7h 35m
    $174–619

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

Calendar19Weekly Planes
Duration3h 56mAverage Duration
Ticket$123Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Sanford.ExpandLaunch map view
  • Distance: 935.6 mi
  • Duration: 4h 32m

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

You can take a bus from Chicago Bus Station to Sanford via New York Midtown, Boston, and Wells Transportation Center in around 24h 53m.

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