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Westchester County

$108+ Cheap flights from Orlando (ORL) to Westchester County

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/22. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — HPN
Aug 2 — Aug 91
Sun 8/2
Sun 8/9
1 adult, Economy
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Cheap flight deals from Orlando to Westchester County

Cheapest flights from Orlando to Westchester County
Explore the most affordable flight options available from Orlando to Westchester County. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2026.

This CheapOair deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/167:10 am
MCO
-
HPN
1 stop4h 17m
Breeze Airways
Tue 8/412:27 pm
HPN
-
MCO
1 stop4h 14m
Breeze Airways
Deal found 6/29$199
This CheapOair deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/287:10 am
MCO
-
HPN
1 stop4h 17m
Breeze Airways
Tue 8/412:27 pm
HPN
-
MCO
1 stop4h 14m
Breeze Airways
Deal found 6/28$202
This CheapOair deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/147:10 am
MCO
-
HPN
1 stop4h 17m
Breeze Airways
Tue 7/2812:27 pm
HPN
-
MCO
1 stop4h 14m
Breeze Airways
Deal found 6/28$204
This CheapOair deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/167:10 am
MCO
-
HPN
1 stop4h 17m
Breeze Airways
Mon 7/206:09 pm
HPN
-
MCO
1 stop4h 16m
Breeze Airways
Deal found 6/28$205
This Priceline deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/273:50 pm
MCO
-
HPN
1 stop5h 10m
Breeze Airways
Sun 8/308:00 am
HPN
-
MCO
1 stop9h 08m
Breeze Airways
Deal found 6/29$206
This CheapOair deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/137:10 am
MCO
-
HPN
1 stop4h 17m
Breeze Airways
Thu 8/208:00 am
HPN
-
MCO
1 stop9h 08m
Breeze Airways
Deal found 6/28$209
This CheapOair deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/287:10 am
MCO
-
HPN
1 stop4h 17m
Breeze Airways
Mon 8/36:09 pm
HPN
-
MCO
1 stop4h 16m
Breeze Airways
Deal found 6/28$211
This CheapOair deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/167:10 am
MCO
-
HPN
1 stop4h 17m
Breeze Airways
Sat 7/1812:00 pm
HPN
-
MCO
1 stop11h 44m
Breeze Airways
Deal found 7/2$212
This CheapOair deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/147:10 am
MCO
-
HPN
1 stop4h 17m
Breeze Airways
Wed 7/2912:00 pm
HPN
-
MCO
1 stop11h 44m
Breeze Airways
Deal found 6/29$213
This Priceline deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/157:00 am
MCO
-
HPN
1 stop4h 20m
Breeze Airways
Tue 7/2112:27 pm
HPN
-
MCO
1 stop4h 14m
Breeze Airways
Deal found 7/2$214
This Priceline deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/147:10 am
MCO
-
HPN
1 stop4h 17m
Breeze Airways
Fri 7/176:09 pm
HPN
-
MCO
1 stop4h 16m
Breeze Airways
Deal found 6/28$215

Find flight deals from Orlando to Westchester County

Keep the following information in mind while searching for Orlando to Westchester County flight deals. Data was last updated July 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$199
(CheapOair)

One-way from

$108
(Cheapflightsfares)

Popular in

June

Cheapest in

January

Average price

$212
Provider with most accurate pricing for Orlando (ORL)-New York (NYC) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Orlando (ORL)-New York (NYC) flights.
Search Deals
From Orlando (ORL) to Westchester County
Search Deals
One-way flight from Orlando (ORL) to Westchester County
Search Deals
Highest demand for flights based on searches. 20% potential increase in price ($42 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Orlando to Westchester County that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 3, 2026.
Use the filters below to find and compare flights from Orlando to Westchester County that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Sat 10/3

9:10 am-11:53 am

Nonstop2h 43m

White Plains Westchester County

Tue 10/6

9:00 pm-11:48 pm

Nonstop2h 48m

$217

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Tue 7/28

9:12 am-11:59 am

Nonstop2h 47m

White Plains Westchester County

Tue 7/28

4:00 pm-6:53 pm

Nonstop2h 53m

$217

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Tue 8/4

7:52 pm-10:46 pm

Nonstop2h 54m

White Plains Westchester County

Wed 8/5

8:45 pm-11:31 pm

Nonstop2h 46m

$217

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Tue 7/14

7:10 am-11:27 am

1 stop4h 17m

White Plains Westchester County

Wed 7/15

8:00 am-5:32 pm

1 stop9h 32m

$218

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Sat 10/31

4:40 pm-10:21 pm

1 stop5h 41m

White Plains Westchester County

Sat 11/7

6:40 pm-12:24 am

1 stop5h 44m

$237

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Tue 7/28

4:45 pm-10:25 pm

1 stop5h 40m

White Plains Westchester County

Thu 7/30

12:54 pm-6:50 pm

1 stop5h 56m

$237

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Thu 7/30

4:42 pm-7:38 pm

Nonstop2h 56m

White Plains Westchester County

Sun 8/2

8:30 pm-11:15 pm

Nonstop2h 45m

$242

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Fri 7/31

7:00 am-5:29 pm

1 stop10h 29m

White Plains Westchester County

Tue 8/18

1:29 pm-6:11 pm

1 stop4h 42m

$244

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Wed 10/14

9:10 am-11:53 am

Nonstop2h 43m

White Plains Westchester County

Mon 10/19

9:00 pm-11:48 pm

Nonstop2h 48m

$247

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Fri 7/17

7:59 pm-10:55 pm

Nonstop2h 56m

White Plains Westchester County

Mon 7/20

8:30 pm-11:15 pm

Nonstop2h 45m

$257

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/29

Showing 1-10 of 21 resultsSorted by cheapest first
1
2
3

Best time to book a flight from Orlando to Westchester County

Have a flexible travel schedule? Discover the best time to fly to Westchester County from Orlando with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

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

Currently, November is the cheapest month in which you can book a flight from Orlando to Westchester County (average of $39). Flying from Orlando to Westchester County in April is currently the most expensive (average of $163). 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 ORL to REU?

Find hourly flight availability from Orlando to Westchester County. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 3, 2026.

It’s typically best to fly out from Orlando to Westchester County at noon. Doing so could potentially save you 48% on the flight price compared to flying in the afternoon, which is usually more expensive.

Weekly flight availability from Orlando to Westchester County

Explore weekly flight availability from Orlando to Westchester County. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 3, 2026.

The most flights from ORL to zzREU are scheduled on a Friday (9 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

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

Booking 88 days in advance of your planned departure date is, on average, the best time to get cheap flights from Orlando to Westchester County. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

Reviews of airlines servicing Westchester County

Get insights into the airlines that provide service to Westchester County. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Westchester County. Reviews last updated July 3, 2026.
Read reviews from past customers who have flown Breeze Airways,American Airlines, andJetBlue from Orlando to Westchester County. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.2
Very good
296 reviews

Crew

8.8

Boarding

8.4

Overall

8.2

Entertainment

6.7

Comfort

8.2

Food

6.7

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
296 reviews
Breeze Airways
8.2
Very good
296 reviews

Crew

8.8

Boarding

8.4

Overall

8.2

Entertainment

6.7

Comfort

8.2

Food

6.7

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
7.1
Good
11,765 reviews
Breeze Airways
8.2
Very good
296 reviews

Crew

8.8

Boarding

8.4

Overall

8.2

Entertainment

6.7

Comfort

8.2

Food

6.7

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
3,009 reviews
Breeze Airways
8.2
Very good
296 reviews

Crew

8.8

Boarding

8.4

Overall

8.2

Entertainment

6.7

Comfort

8.2

Food

6.7

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

Find useful and relevant information for your journey from Orlando to Westchester County. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Orlando to Westchester County?

    For as low as $217, JetBlue can have you in Westchester County from Orlando in 2h 43m. There are 972 mi between Orlando and Westchester County. This flight may include one or multiple stops.

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

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $40. Breeze Airways flights start at $55 while deals on JetBlue start at $83 one-way.

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

    Looking for the cheapest flight from Orlando to Westchester County? While on average our users pay $210, our data indicates the cheapest price to be $103. The most popular route (Orlando - White Plains Westchester County), is priced around $136.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Orlando to Westchester County 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 Orlando to Westchester County?

    Currently, November is the cheapest month in which you can book a flight from Orlando to Westchester County (average of $39). Flying from Orlando to Westchester County in April is currently the most expensive (average of $163). 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

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Alternative routes for Orlando to Westchester County

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Orlando to Westchester County

Discover the top 3 airlines that operate flights from Orlando to Westchester County. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$105Average$188FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$145Average$251FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$158Average$276FlexibilityNo cancel feeOn-time71%

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