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

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There are 10 ways to get from Wellfleet to Chicago by ferry, plane, bus (Greyhound), bus, train, or car

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, 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. Take the ferry from Seaport to Logan Airport Ferry Terminalferry ferry
    3. Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)plane plane BOS - MDW
    8h 47m
    $172–537

  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
    6h 27m
    $130–577

  3. Bus

    1. Take the bus from Wellfleet 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
    26h 45m
    $174–336

  4. Bus, train

    1. Take the bus from Wellfleet to Hyannisbus bus
    2. Take the bus from Hyannis to Bostonbus bus
    3. Take the train from Boston to Chicago Union Stationtrain train
    26h 51m
    $311–701

  5. Drive 1,058 mi

    1. Drive from Wellfleet to Chicagocar car 1,058 mi
    18h 36m
    $194–279

  6. Ferry, 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. Take the ferry from Seaport to Logan Airport Ferry Terminalferry ferry
    3. Fly from Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD)plane plane BOS - ORD
    9h 12m
    $687–1,117

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

    1. Take the bus from Wellfleet to Hyannisbus bus
    2. Take the bus from Hyannis to Bostonbus bus
    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 31m
    $130–620

  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
    11h 30m
    $165–516

  9. Ferry, 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. Take the ferry from Seaport to Logan Airport Ferry Terminalferry ferry
    3. Fly from Boston Logan Airport (BOS) to General Mitchell International Airport (MKE)plane plane BOS - MKE
    4. Take the train from Milwaukee to Chicago Union Stationtrain train
    11h 16m
    $761–2,081

  10. 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
    12h 1m
    $155–466

Wellfleet to Chicago by bus

Calendar7Weekly Buses
Duration26h 45mAverage Duration
Ticket$174Cheapest Price
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Questions & Answers

Map of how to get from Wellfleet to Chicago.ExpandLaunch map view
  • Distance: 942.1 mi
  • Duration: 8h 47m

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

You can take a bus from Wellfleet to Chicago Bus Station via Hyannis Transportation Center, Boston, South Station, Boston, and Cleveland Bus Station in around 26h 45m. Alternatively, Cape Air, Southwest Airlines, and JetBlue Airways fly from Provincetown Municipal Airport (PVC) to Chicago Midway International Airport (MDW) twice daily.

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