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

Find Transport to Provincetown

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There are 10 ways to get from Chicago to Provincetown by plane, ferry, train, bus (Greyhound), car, 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 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 World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MAferry ferry
    7h 35m
    $674–1,005

  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
    5h 40m
    $138–624

  3. Train, ferry

    1. Take the train from Chicago Union Station to Bostontrain train Lake Shore Limited
    2. Take the ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MAferry ferry Fast Ferry
    25h 7m
    $337–678

  4. Bus

    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 Buses to Hyannis Transportation Centerbus bus
    4. Take the bus from Hyannis to Provincetownbus bus
    26h 51m
    $191–308

  5. Drive  1,070.8 mi

    1. Drive from Chicago to Provincetowncar car 1,070.8 mi
    18h 58m
    $196–283

  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 World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MAferry ferry
    7h 21m
    $174–655

  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
    9h 14m
    $182–663

  8. 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
    9h 40m
    $138–406

  9. 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
    9h 31m
    $158–516

  10. Bus, ferry

    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 ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MAferry ferry
    28h 35m
    $250–367

Chicago to Provincetown by train, bus, foot, and ferry

Calendar7Weekly Services
Duration25h 7mAverage Duration
Ticket$337Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago to Provincetown.ExpandLaunch map view
  • Distance: 942.8 mi
  • Duration: 7h 35m

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

You can take a bus from Chicago Bus Station to Provincetown via Cleveland Bus Station, Boston, Boston South Buses, and Hyannis in around 26h 51m. Alternatively, Southwest Airlines, Cape Air, and two other airlines fly from Chicago Midway International Airport (MDW) to Provincetown Municipal Airport (PVC) 4 times a day.

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