Rome2Rio

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

Find Transport to Wellfleet

See all options

There are 11 ways to get from Chicago to Wellfleet by plane, ferry, train, car, bus (Flixbus), or bus

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 Boston Logan Airport, ferry

    best
    1. Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane plane MDW - BOS
    2. Take the ferry from Logan Airport Ferry Terminal to Seaport/Fan Pierferry ferry
    3. Take the ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MAferry ferry
    9h 39m
    $198–717
  2. Fly Chicago O'Hare International Airport to Theodore Francis Green State Airport, train, ferry

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Theodore Francis Green State Airport (PVD)plane plane ORD - PVD
    2. Take the train from TF Green Airport to South Stationtrain train
    3. Take the ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MAferry ferry
    12h 25m
    $138–429
  3. Train, drive

    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 30m
    $292–626
  4. 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
    29h 58m
    $171–312
  5. Drive 1,056.6 mi

    1. Drive from Chicago to Wellfleetcar car 1,056.6 mi
    18h 32m
    $193–279
  6. Fly Chicago O'Hare International Airport to Boston Logan Airport, ferry

    1. Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)plane plane ORD - BOS
    2. Take the ferry from Logan Airport Ferry Terminal to Seaport/Fan Pierferry ferry
    3. Take the ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MAferry ferry
    10h 4m
    $238–527
  7. Fly Chicago Midway International Airport to Manchester Airport, bus, ferry

    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 ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MAferry ferry
    11h 44m
    $196–720
  8. Fly Chicago Midway International Airport to Theodore Francis Green State Airport, train, ferry

    1. Fly from Chicago Midway International Airport (MDW) to Theodore Francis Green State Airport (PVD)plane plane MDW - PVD
    2. Take the train from TF Green Airport to South Stationtrain train
    3. Take the ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MAferry ferry
    12h
    $162–569
  9. Fly Chicago O'Hare International Airport to Manchester Airport, bus, ferry

    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 ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MAferry ferry
    12h 23m
    $160–530
  10. Fly Chicago Midway International Airport to Bradley International Airport, bus, ferry

    1. Fly from Chicago Midway International Airport (MDW) to Bradley International Airport (BDL)plane plane MDW - BDL
    2. Take the bus from Hartford Union Station to Bostonbus bus
    3. Take the ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MAferry ferry
    12h 31m
    $190–742
  11. Fly Chicago O'Hare International Airport to Bradley International Airport, bus, ferry

    1. Fly from Chicago O'Hare International Airport (ORD) to Bradley International Airport (BDL)plane plane ORD - BDL
    2. Take the bus from Hartford Union Station to Bostonbus bus
    3. Take the ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MAferry ferry
    13h 3m
    $160–532

Chicago to Wellfleet by bus

Calendar7Weekly Buses
Duration29h 58mAverage Duration
Ticket$171Cheapest Price
See schedules

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 29h 58m.

Airlines
Train operators
Bus operators
Ferry 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

More Questions & Answers