Rome2Rio

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

Find Transport to Wellfleet

See all options

There are 12 ways to get from Chicago to Wellfleet by plane, ferry, bus (Greyhound), train, bus, 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, ferry

    best
    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 2m
    $268–617

  2. Fly Chicago Midway International Airport to Provincetown Municipal Airport

    cheapest
    1. Fly from Chicago Midway International Airport (MDW) to Provincetown Municipal Airport (PVC)plane plane MDW - PVC
    8h 28m
    $108–561

  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 Station to Hyannis Transportation Centerbus bus
    4. Take the bus from Hyannis Transportation Center to Wellfleetbus bus
    26h 40m
    $175–358

  4. Train, bus

    1. Take the train from Chicago Union Station to Bostontrain train
    2. Take the train from South Station to Hyannistrain train
    3. Take the bus from Hyannis Cape Cod Hospital to Wellfleetbus bus
    27h 37m
    $285–625

  5. Drive 1,056.6 mi

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

  6. Fly Chicago Midway International Airport to Boston Logan Airport, ferry

    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 43m
    $198–717

  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 43m
    $214–819

  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
    $176–589

  9. Fly Chicago O'Hare International Airport to Theodore Francis Green State Airport, train, ferry

    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 27m
    $150–459

  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 40m
    $200–742

  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 12m
    $170–582

  12. 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 Hyannis Transportation Centerbus bus
    4. Take the bus from Hyannis Transportation Center to Wellfleetbus bus
    26h 47m
    $175–289

Chicago to Wellfleet by bus

Calendar7Weekly Buses
Duration26h 40mAverage Duration
Ticket$175Cheapest 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 Cleveland Bus Station, Boston, Boston South Station, and Hyannis Transportation Center in around 26h 40m. Alternatively, Southwest Airlines, Cape Air, and two other airlines fly from Chicago Midway International Airport (MDW) to Provincetown Municipal Airport (PVC) 3 times a day.

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

Trips from Chicago

Trips to Wellfleet

Popular routes