Bluebird
Provincetown, Massachusetts

Private charter · MDW → PVC

Chicago to Provincetown

900 miles. One price for the whole airplane.

Photo: WestportWiki · CC BY-SA 3.0

Price your flight from Chicago to Provincetown

Trip type
1

Times are local to each departure airport.

The trip

Chicago to Provincetown, door to door faster.

Trade about 19 hours on the road for about a short flight in the air. Bluebird flies you direct from Chicago Midway International Airport in Chicago to Provincetown Municipal Airport in Provincetown, 900 miles in a private jet with two pilots up front. Need a different size of aircraft? We'll source one sized for the trip. The price is for the whole aircraft, with every fee and tax shown before you book.

Distance
900 mi
Flight
—
Driving
19 hours
Passengers
Up to 1
MDWChicagoPVCProvincetown
MDW → PVC900 miles direct

Departing Chicago

Airports in Chicago

  • MDW

    Major airport

    Chicago Midway International Airport

    Chicago · KMDW

    From downtown
    9 mi
    Longest runway
    6,522 ft

  • ORD

    Major airport

    Chicago O'Hare International Airport

    Chicago · KORD

    From downtown
    16 mi
    Longest runway
    13,000 ft

  • PWK

    Commercial airport

    Chicago Executive Airport

    Chicago/Prospect Heights/Wheeling · KPWK

    From downtown
    21 mi
    Longest runway
    5,001 ft

  • GYY

    Commercial airport

    Gary/Chicago International Airport

    Gary · KGYY

    From downtown
    21 mi
    Longest runway
    8,859 ft

Arriving Provincetown

Airports in Provincetown

  • PVC

    Regional airport

    Provincetown Municipal Airport

    Provincetown · KPVC

    From downtown
    2 mi
    Longest runway
    3,502 ft

  • HYA

    Commercial airport

    Cape Cod Gateway Airport

    Hyannis · KHYA

    From downtown
    27 mi
    Longest runway
    5,425 ft

When you land

Things to do in Provincetown

Provincetown sits at the very end of Cape Cod, wrapped around a harbor where the Pilgrims first anchored in 1620 before continuing on to Plymouth. It became a fishing port, then the oldest continuous art colony in the country, drawing painters, playwrights and writers such as Eugene O’Neill and Norman Mailer. Today it is one of the best-known LGBTQ+ destinations in the world, with a summer calendar of theme weeks, cabaret and galleries along Commercial Street, while the town’s economy rests on tourism, hospitality and the arts.

  1. 01

    Pilgrim Monument and Provincetown Museum

    A 252-foot granite tower commemorates the Pilgrims’ first landing, and visitors who climb its stairs and ramps are rewarded with views over the harbor, dunes and Cape Cod Bay.

  2. 02

    Commercial Street

    The town’s narrow main street runs along the harbor for about three miles, packed with galleries, shops, restaurants, bars and cabaret venues that come alive on summer evenings.

  3. 03

    Race Point Beach

    Within the Cape Cod National Seashore, this wild Atlantic beach faces north and west, making it one of the few places on the East Coast to watch the sun set over the ocean.

  4. 04

    Province Lands Bike Trail

    A paved loop of about eight miles winds through dunes and pine forest, with spurs to Race Point and Herring Cove beaches and a visitor center with a rooftop overlook.

  5. 05

    Whale Watching

    Boats leave MacMillan Pier for Stellwagen Bank National Marine Sanctuary, a feeding ground where humpback, finback and minke whales are regularly seen from spring through fall.

  6. 06

    Provincetown Art Association and Museum

    Founded in 1914, PAAM presents work by artists tied to the town’s century-long art colony alongside contemporary exhibitions, classes and talks in its galleries on Commercial Street.

Explore Provincetown charter

Questions

Chicago to Provincetown flights

How long is a private flight from Chicago to Provincetown?

About a short flight in a private jet, for 900 miles direct. Driving the same trip takes about 19 hours.

Which airports do flights from Chicago to Provincetown use?

You can depart from Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD), or Chicago Executive Airport (PWK) and arrive at Provincetown Municipal Airport (PVC) or Cape Cod Gateway Airport (HYA). Pick whichever is closest to where you're starting and where you're headed.

How much does a private charter from Chicago to Provincetown cost?

The price depends on the date, departure time, aircraft and where the airplane is positioned. Enter your trip above to see an instant price for the whole airplane, with every tax and fee included.

Can I book a round trip between Chicago and Provincetown?

Yes. Choose round trip when you search, and pick your return date and time. Flights from Provincetown back to Chicago are priced the same way.

Return flight

Provincetown to Chicago

More flights from Chicago

More flights to Provincetown

Explore Chicago private charter and Provincetown private charter, airports and things to do. Arriving at Provincetown Municipal Airport (PVC).

Chicago to Provincetown, on your schedule

Choose your departure time and see a price for the whole aircraft. Bring up to 1 passengers for the same price.

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