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Cheap flights from Westchester County to Orlando (ORL)

HPN — ORL
Oct 29 — Nov 51
Thu 10/29
Thu 11/5
1 adult, Economy
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Find flight deals from Westchester County to Orlando

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

August

Cheapest in

January

Average price

$262
Provider with most accurate pricing for New York (NYC)-Orlando (ORL) flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-Orlando (ORL) flights.
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Highest demand for flights based on searches. 13% potential increase in price ($37 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in September 2026
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Cheapflights Insights

Everything you need to know about your flight from Westchester County to Orlando

How far ahead should I book a flight from Westchester County to Orlando?

The price you pay for your flight from Westchester County to Orlando may vary depending on when you book. For the best chance of a lower fare, look to book 82 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Westchester County to Orlando?

Currently, July is the cheapest month in which you can book a flight from Westchester County to Orlando (average of $301). Flying from Westchester County to Orlando in November is currently the most expensive (average of $408). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from REU to ORL?

Unlike in the morning, when flights are generally more expensive, you can save up to 18% on flights from Westchester County to Orlando by exploring options for tickets at noon.

What is the cheapest day to fly from Westchester County to Orlando?

Travelers seeking maximum savings on their Westchester County to Orlando flight should consider departing on Sunday evenings when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Orlando

See what other customers who have flown with Breeze Airways,Delta, andJetBlue from Westchester County to Orlando have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.2
Very good
322 reviews

Comfort

8.2

Boarding

8.4

Overall

8.2

Entertainment

6.8

Food

6.8

Crew

8.8

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Breeze Airways
8.2
Very good
322 reviews
Breeze Airways
8.2
Very good
322 reviews

Comfort

8.2

Boarding

8.4

Overall

8.2

Entertainment

6.8

Food

6.8

Crew

8.8

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Delta
7.8
Good
8,609 reviews
Breeze Airways
8.2
Very good
322 reviews

Comfort

8.2

Boarding

8.4

Overall

8.2

Entertainment

6.8

Food

6.8

Crew

8.8

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
JetBlue
7.1
Good
3,041 reviews
Breeze Airways
8.2
Very good
322 reviews

Comfort

8.2

Boarding

8.4

Overall

8.2

Entertainment

6.8

Food

6.8

Crew

8.8

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
American Airlines
7.0
Good
12,095 reviews
Breeze Airways
8.2
Very good
322 reviews

Comfort

8.2

Boarding

8.4

Overall

8.2

Entertainment

6.8

Food

6.8

Crew

8.8

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.

Related info for your journey

  • What are the cheapest airlines to fly from Westchester County to Orlando one-way?

    One-way options have recently been found by users for as low as $69 on Breeze Airways. Other airlines that offer cheap prices include American Airlines from $89 and JetBlue from $94 one-way.

  • What are the cheapest flights from Westchester County to Orlando?

    While on average a flight from Westchester County to Orlando is generally $354, our data shows the cheapest flight currently is $138. When looking at the most popular route, (White Plains Westchester County - Orlando), you can expect to pay $157 for that flight.

  • Can I find deals for flights from Westchester County to Orlando that include hotel bookings?

    Yes. In addition to deals on Westchester County to Orlando flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Westchester County to Orlando?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Westchester County to Orlando.

  • Can I find deals for business class flights from Westchester County to Orlando?

    Yes. Cheapflights offers flight deals from Westchester County to Orlando by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Westchester County to Orlando?

    Currently, July is the cheapest month in which you can book a flight from Westchester County to Orlando (average of $301). Flying from Westchester County to Orlando in November is currently the most expensive (average of $408). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Top 4 airlines flying from Westchester County to Orlando

AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$99Average$234FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$179Average$362FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$196Average$438FlexibilityNo cancel feeOn-time71%
DeltaCheapest$196Average$357FlexibilityNo cancel feeOn-timeN/A

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