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◊ Applies to bookings for 3+ travelers. Book by Oct 31, 2019.  Learn more
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Book Flights from Orlando to Westchester will help you to find the best deals on flights from Orlando to Westchester. With our search technology, effortlessly searching flight routes across hundreds of airlines has never been easier or more convenient. With, we aim to make it simple and quick to search, select and save on the flights that best suit your needs and budget.

No matter if you are traveling for business or pleasure, we offer a wide range of deals from business class discounts to last minute flight deals to destinations like Westchester. Whether you are planning ahead or looking for last minute tickets, CheapOair has the right flights at the right price. After booking your ticket, explore this page to view blog posts about this destination, learn more about hotels near HPN and read reviews from others who booked their flights with

Frequently Asked Questions - Orlando to Westchester Flights

  • When does the first flight of the day depart from ORL?

    7:09AM JetBlue Airways Flight #395

  • When does the last flight depart to HPN?

    8:55PM JetBlue Airways Flight #495

  • What is the travel distance between Orlando and Westchester?

    990 miles

  • How many weekly flights are there between ORL to HPN?

    There are 13 weekly flights between ORL and HPN.

  • How many daily flights fly between Orlando and Westchester?

    There are 1 daily flights between ORL and HPN

  • Which is the busiest day in terms of passengers traffic between ORL to HPN?


  • Which is the nearest airport to Westchester, New York?

    Midway International Airport

  • Which is the nearest airport to Orlando, Florida?

    Orlando International Airport