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How to get fromChicago to Wellfleetby plane, bus, train, car or bus (Flixbus)

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There are 6 ways to get from Chicago to Wellfleet by plane, bus, train, 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 Boston Logan Airport, bus

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)plane plane ORD - BOS
    2. Take the bus from Logan International Airport to Hyannis Transportation Centerbus bus
    3. Take the bus from Hyannis Transportation Center to Wellfleetbus bus
    8h 57m
    $146–475

  2. Train, drive

    cheapest
    1. Take the train from Chicago Union Station to Bostontrain train
    2. Take the train from South Station to Kingstontrain train
    3. Drive from Kingston to Wellfleetcar car
    25h 29m
    $105–388

  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 South Station to Hyannis Transportation Centerbus bus
    4. Take the bus from Hyannis Transportation Center to Wellfleetbus bus
    30h 2m
    $142–378

  4. Drive 1,056.6 mi

    1. Drive from Chicago to Wellfleetcar car 1,056.6 mi
    18h 32m
    $193–279

  5. Fly Chicago Midway International Airport to Boston Logan Airport, bus

    1. Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane plane MDW - BOS
    2. Take the bus from Logan International Airport to Hyannis Transportation Centerbus bus
    3. Take the bus from Hyannis Transportation Center to Wellfleetbus bus
    8h 32m
    $146–675

  6. Fly Chicago Midway International Airport to Provincetown Municipal Airport

    1. Fly from Chicago Midway International Airport (MDW) to Provincetown Municipal Airport (PVC)plane plane MDW - PVC
    17h 9m
    $396–1,328

Chicago to Wellfleet by bus

Calendar7Weekly Buses
Duration30h 2mAverage Duration
Ticket$142Cheapest Price
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Questions & Answers

What companies run services between Chicago, IL, USA and Wellfleet, MA, USA?

You can take a bus from Chicago Bus Station to Wellfleet via New York Midtown, Boston, Boston South Station, and Hyannis Transportation Center in around 30h 2m. Alternatively, Southwest Airlines, Cape Air, and three other airlines fly from Chicago Midway International Airport (MDW) to Provincetown Municipal Airport (PVC) 3 times a day.

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