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How to get fromProvincetown to Chicagoby ferry, plane, train, bus (Greyhound), car, bus, or bus (Flixbus)

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There are 11 ways to get from Provincetown to Chicago by ferry, plane, train, bus (Greyhound), car, bus, 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. Ferry to Boston Logan Airport, fly to Chicago Midway International Airport

    best
    1. Take the ferry from MacMillan Pier, Provincetown, MA to World Trade Center Pier, Boston, MAferry ferry
    2. Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)plane plane BOS - MDW
    7h 22m
    $167–572

  2. Fly Provincetown Municipal Airport to Chicago Midway International Airport

    cheapest
    1. Fly from Provincetown Municipal Airport (PVC) to Chicago Midway International Airport (MDW)plane plane PVC - MDW
    4h 59m
    $147–723

  3. Ferry, train

    1. Take the ferry from MacMillan Pier, Provincetown, MA to World Trade Center Pier, Boston, MAferry ferry Fast Ferry
    2. Take the train from Boston to Chicago Union Stationtrain train Lake Shore Limited
    26h 1m
    $623–992

  4. Bus via Brook Park

    1. Take the bus from Provincetown to Hyannisbus bus
    2. Take the bus from Hyannis Transportation Center to Boston South Busesbus bus
    3. Take the bus from Boston to Cleveland Bus Stationbus bus
    4. Take the bus from Cleveland Bus Station to Chicago Bus Stationbus bus
    27h 10m
    $207–322

  5. Drive  1,071.8 mi

    1. Drive from Provincetown to Chicagocar car 1,071.8 mi
    18h 57m
    $196–283

  6. Ferry to Boston Logan Airport, fly to Chicago O'Hare International Airport

    1. Take the ferry from MacMillan Pier, Provincetown, MA to World Trade Center Pier, Boston, MAferry ferry
    2. Fly from Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD)plane plane BOS - ORD
    7h 43m
    $677–1,102

  7. Ferry, bus to Manchester Airport, fly to Chicago Midway International Airport

    1. Take the ferry from MacMillan Pier, Provincetown, MA to World Trade Center Pier, Boston, MAferry ferry
    2. Take the ferry from Seaport to Lovejoy Wharfferry ferry
    3. Take the bus from Boston to Boston Manchester Airportbus bus
    4. Fly from Manchester Airport (MHT) to Chicago Midway International Airport (MDW)plane plane MHT - MDW
    9h 28m
    $169–539

  8. Ferry, train to Theodore Francis Green State Airport, fly to Chicago Midway International Airport

    1. Take the ferry from MacMillan Pier, Provincetown, MA to World Trade Center Pier, Boston, MAferry ferry
    2. Take the ferry from Seaport to Lovejoy Wharfferry ferry
    3. Take the train from Ruggles to TF Green Airporttrain train
    4. Fly from Theodore Francis Green State Airport (PVD) to Chicago Midway International Airport (MDW)plane plane PVD - MDW
    9h 59m
    $184–620

  9. Ferry, train to Theodore Francis Green State Airport, fly to Chicago O'Hare International Airport

    1. Take the ferry from MacMillan Pier, Provincetown, MA to World Trade Center Pier, Boston, MAferry ferry
    2. Take the ferry from Seaport to Lovejoy Wharfferry ferry
    3. Take the train from Ruggles to TF Green Airporttrain train
    4. Fly from Theodore Francis Green State Airport (PVD) to Chicago O'Hare International Airport (ORD)plane plane PVD - ORD
    10h 19m
    $164–510

  10. Ferry to Boston Logan Airport, fly to General Mitchell International Airport, train

    1. Take the ferry from MacMillan Pier, Provincetown, MA to World Trade Center Pier, Boston, MAferry ferry
    2. Fly from Boston Logan Airport (BOS) to General Mitchell International Airport (MKE)plane plane BOS - MKE
    3. Take the train from Milwaukee to Chicago Union Stationtrain train
    9h 42m
    $772–2,086

  11. Bus

    1. Take the bus from Provincetown to Hyannisbus bus
    2. Take the bus from Hyannis Transportation Center to Boston South Busesbus bus
    3. Take the bus from Boston to New York Midtownbus bus
    4. Take the bus from New York Midtown to Chicago Bus Stationbus bus
    30h 37m
    $217–332

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

Calendar7Weekly Services
Duration26h 1mAverage Duration
Ticket$623Cheapest Price
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Comparing Your Travel Options

Map of how to get from Provincetown to Chicago.ExpandLaunch map view
  • Distance: 923.8 mi
  • Duration: 7h 22m

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

You can take a bus from Provincetown to Chicago Bus Station via Hyannis Transportation Center, Boston, South Station, Boston, and Cleveland Bus Station in around 27h 10m. Alternatively, Cape Air and Southwest Airlines fly from Provincetown Municipal Airport (PVC) to Chicago Midway International Airport (MDW) 4 times a week.

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