Bluebird
Kissimmee, Florida

Private charter · PSF → ISM

Pittsfield to Kissimmee

1,078 miles. One price for the whole airplane.

Photo: Eric Statzer · CC BY-SA 4.0

Price your flight from Pittsfield to Kissimmee

Trip type
1

Times are local to each departure airport.

The trip

Pittsfield to Kissimmee, door to door faster.

Trade about 23 hours on the road for about a short flight in the air. Bluebird flies you direct from Pittsfield Municipal Airport in Pittsfield to Kissimmee Gateway Airport in Kissimmee, 1,078 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
1,078 mi
Flight
—
Driving
23 hours
Passengers
Up to 1
PSFPittsfieldISMKissimmee
PSF → ISM1,078 miles direct

Departing Pittsfield

Airports in Pittsfield

  • PSF

    Regional airport

    Pittsfield Municipal Airport

    Pittsfield · KPSF

    From downtown
    3 mi
    Longest runway
    5,792 ft

  • HCC

    Regional airport

    Columbia County Airport

    Hudson

    From downtown
    26 mi
    Longest runway
    5,350 ft

Arriving Kissimmee

Airports in Kissimmee

  • ISM

    Commercial airport

    Kissimmee Gateway Airport

    Orlando · KISM

    From downtown
    2 mi
    Longest runway
    6,001 ft

  • MCO

    Major airport

    Orlando International Airport

    Orlando · KMCO

    From downtown
    11 mi
    Longest runway
    12,005 ft

  • ORL

    Commercial airport

    Orlando Executive Airport

    Orlando · KORL

    From downtown
    17 mi
    Longest runway
    6,004 ft

  • GIF

    Regional airport

    Winter Haven Regional Airport - Gilbert Field

    Winter Haven · KGIF

    From downtown
    27 mi
    Longest runway
    5,005 ft

When you land

Things to do in Kissimmee

Kissimmee sits just southeast of Walt Disney World, and for many families it is the real base for a Central Florida vacation. Thousands of vacation rental homes and resorts line the US 192 corridor and communities like Celebration and ChampionsGate, making it easy for multigenerational groups to stay together near the parks. Business in Osceola County centers on tourism, hospitality, healthcare and a growing technology and research district.

  1. 01

    Gatorland

    Opened in 1949, this classic Florida attraction showcases thousands of alligators and crocodiles, with wrestling shows, a breeding-marsh boardwalk and a zipline that soars over the gators.

  2. 02

    Walt Disney World Resort

    Disney's four theme parks are just minutes from Kissimmee, along with two water parks and the Disney Springs dining, shopping and entertainment district.

  3. 03

    Old Town Kissimmee

    A retro-style entertainment district on US 192 with rides, shops and restaurants, best known for its weekly classic car cruises and shows.

  4. 04

    Lake Tohopekaliga

    Lake Toho is famous for trophy largemouth bass, with guided fishing trips, airboat tours and Kissimmee Lakefront Park along its northern shore.

  5. 05

    Celebration

    Built by Disney in the 1990s, this planned town has a walkable lakefront downtown with restaurants and shops, and seasonal events like its evening holiday snowfall.

  6. 06

    Everglades Headwaters Airboat Tours

    Airboat rides on the lakes and marshes around Kissimmee offer close-up looks at alligators, bald eagles, wading birds and wild Central Florida scenery.

Explore Kissimmee charter

Questions

Pittsfield to Kissimmee flights

How long is a private flight from Pittsfield to Kissimmee?

About a short flight in a private jet, for 1,078 miles direct. Driving the same trip takes about 23 hours.

Which airports do flights from Pittsfield to Kissimmee use?

You can depart from Pittsfield Municipal Airport (PSF) or Columbia County Airport (HCC) and arrive at Kissimmee Gateway Airport (ISM), Orlando International Airport (MCO), or Orlando Executive Airport (ORL). Pick whichever is closest to where you're starting and where you're headed.

How much does a private charter from Pittsfield to Kissimmee 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 Pittsfield and Kissimmee?

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

Return flight

Kissimmee to Pittsfield

More flights from Pittsfield

More flights to Kissimmee

Explore Pittsfield private charter and Kissimmee private charter, airports and things to do. Arriving at Kissimmee Gateway Airport (ISM).

Pittsfield to Kissimmee, 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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