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Westchester County

$47+ 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 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — HPN
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap 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 September 16, 2025.

Round-trip from

$139
(Orbitz)

One-way from

$47
(Priceline)

Popular in

October

Cheapest in

January

Average price

$135
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. 5% potential increase in price ($8 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 16, 2025.

This Orbitz deal was found by Cheapflights users on 9/14. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/147:20 amMCO - HPN
1 stop4h 08mBreeze Airways
Mon 11/1712:10 pmHPN - MCO
1 stop11h 14mBreeze Airways
Deal found 9/14$139
This CheapOair deal was found by Cheapflights users on 9/15. 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.
Fri 12/57:20 amMCO - HPN
1 stop4h 08mBreeze Airways
Mon 12/812:10 pmHPN - MCO
1 stop11h 14mBreeze Airways
Deal found 9/15$141
This JetBlue deal was found by Cheapflights users on 9/16. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/304:19 pmMCO - HPN
Nonstop2h 45mJetBlue
Tue 10/79:00 amHPN - MCO
Nonstop2h 46mJetBlue
Deal found 9/16$142
This Priceline deal was found by Cheapflights users on 9/14. 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 10/307:10 amMCO - HPN
1 stop4h 19mBreeze Airways
Mon 11/312:10 pmHPN - MCO
1 stop4h 12mBreeze Airways
Deal found 9/14$145
This JetBlue deal was found by Cheapflights users on 9/15. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/299:16 amMCO - HPN
Nonstop2h 43mJetBlue
Tue 9/301:00 pmHPN - MCO
Nonstop2h 48mJetBlue
Deal found 9/15$147
This Priceline deal was found by Cheapflights users on 9/16. 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.
Fri 12/54:10 pmMCO - HPN
Nonstop2h 46mJetBlue
Sun 12/78:00 pmHPN - MCO
Nonstop2h 45mJetBlue
Deal found 9/16$151
This JetBlue deal was found by Cheapflights users on 9/15. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2611:46 amMCO - HPN
Nonstop2h 43mJetBlue
Mon 9/297:59 pmHPN - MCO
Nonstop2h 48mJetBlue
Deal found 9/15$152
This Priceline deal was found by Cheapflights users on 9/14. 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 11/57:10 amMCO - HPN
1 stop5h 24mBreeze Airways
Tue 11/1112:09 pmHPN - MCO
1 stop4h 16mBreeze Airways
Deal found 9/14$153
This CheapOair deal was found by Cheapflights users on 9/15. 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.
Fri 10/247:20 amMCO - HPN
1 stop4h 08mBreeze Airways
Fri 10/3112:10 pmHPN - MCO
1 stop11h 14mBreeze Airways
Deal found 9/15$154
This Priceline deal was found by Cheapflights users on 9/15. 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.
Fri 11/77:20 amMCO - HPN
1 stop4h 08mBreeze Airways
Mon 11/1012:10 pmHPN - MCO
1 stop4h 12mBreeze Airways
Deal found 9/15$155
This CheapOair deal was found by Cheapflights users on 9/14. 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 10/307:10 amMCO - HPN
1 stop4h 19mBreeze Airways
Sun 11/212:09 pmHPN - MCO
1 stop4h 16mBreeze Airways
Deal found 9/14$156
This JetBlue deal was found by Cheapflights users on 9/15. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1011:46 amMCO - HPN
Nonstop2h 42mJetBlue
Sun 10/127:59 pmHPN - MCO
Nonstop2h 49mJetBlue
Deal found 9/15$157

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 September 16, 2025.
Use the filters below to find and compare flights from Orlando to Westchester County that are best for you.

Fly from

Orlando

Fly to

Westchester County

Route

Depart

Return

Price

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Tue 9/30

4:19 pm-7:04 pm

Nonstop2h 45m

White Plains Westchester County

Tue 10/7

9:00 am-11:46 am

Nonstop2h 46m

$142

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Mon 9/29

8:21 pm-11:06 pm

Nonstop2h 45m

White Plains Westchester County

Tue 9/30

9:00 am-11:45 am

Nonstop2h 45m

$147

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Sat 12/13

7:29 am-10:10 am

Nonstop2h 41m

White Plains Westchester County

Mon 12/15

2:30 pm-5:20 pm

Nonstop2h 50m

$151

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Fri 12/12

8:20 pm-11:01 pm

Nonstop2h 41m

White Plains Westchester County

Sun 12/14

4:29 pm-7:21 pm

Nonstop2h 52m

$151

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Sat 9/27

4:19 pm-7:04 pm

Nonstop2h 45m

White Plains Westchester County

Tue 9/30

7:59 pm-10:47 pm

Nonstop2h 48m

$152

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Fri 9/26

11:46 am-2:29 pm

Nonstop2h 43m

White Plains Westchester County

Mon 9/29

7:59 pm-10:47 pm

Nonstop2h 48m

$152

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Fri 10/17

9:16 am-11:57 am

Nonstop2h 41m

White Plains Westchester County

Mon 10/20

7:59 pm-10:48 pm

Nonstop2h 49m

$157

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Thu 10/16

8:21 pm-11:03 pm

Nonstop2h 42m

White Plains Westchester County

Sun 10/19

7:59 pm-10:48 pm

Nonstop2h 49m

$157

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Sat 10/11

8:25 pm-11:07 pm

Nonstop2h 42m

White Plains Westchester County

Mon 10/20

3:59 pm-6:49 pm

Nonstop2h 50m

$157

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Tue 10/14

8:38 pm-11:20 pm

Nonstop2h 42m

White Plains Westchester County

Tue 10/21

9:00 am-11:46 am

Nonstop2h 46m

$157

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

Showing 1-10 of 21 results
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, January is the cheapest month in which you can book a flight from Orlando to Westchester County (average of $276). Flying from Orlando to Westchester County in March is currently the most expensive (average of $338). 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 September 16, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Orlando to Westchester County as you normally would.

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 September 16, 2025.

The most flights from ORL to zzREU are scheduled on a Monday (9 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (8 on average).

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 September 16, 2025.
Read reviews from past customers who have flown Breeze Airways, American Airlines, and JetBlue 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
8.0
Very good
205 reviews

Boarding

8.2

Crew

8.7

Food

6.7

Comfort

8.1

Entertainment

6.5

Overall

8.0

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Breeze Airways
8.0
Very good
205 reviews
Breeze Airways
8.0
Very good
205 reviews

Boarding

8.2

Crew

8.7

Food

6.7

Comfort

8.1

Entertainment

6.5

Overall

8.0

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
American Airlines
7.2
Good
10,000 reviews
Breeze Airways
8.0
Very good
205 reviews

Boarding

8.2

Crew

8.7

Food

6.7

Comfort

8.1

Entertainment

6.5

Overall

8.0

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
JetBlue
7.2
Good
2,914 reviews
Breeze Airways
8.0
Very good
205 reviews

Boarding

8.2

Crew

8.7

Food

6.7

Comfort

8.1

Entertainment

6.5

Overall

8.0

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Spirit Airlines
6.3
Okay
8,019 reviews
Breeze Airways
8.0
Very good
205 reviews

Boarding

8.2

Crew

8.7

Food

6.7

Comfort

8.1

Entertainment

6.5

Overall

8.0

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

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 $142, JetBlue can have you in Westchester County from Orlando in 2h 45m. There are 972 mi between Orlando and Westchester County. All flights are typically nonstop.

  • 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 $176, our data indicates the cheapest price to be $58. The most popular route (Orlando - White Plains Westchester County), is priced around $139.

  • 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, January is the cheapest month in which you can book a flight from Orlando to Westchester County (average of $276). Flying from Orlando to Westchester County in March is currently the most expensive (average of $338). 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 4 airlines flying from Orlando to Westchester County

Discover the top 4 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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$48Average$250FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$77Average$165FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$147Average$235FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$206Average$276FlexibilityNo cancel feeOn-time71%

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