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Westchester County

$42+ 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 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — HPN
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
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 August 14, 2025.

Round-trip from

$147
(CheapOair)

One-way from

$42
(CheapOair)

Popular in

August

Cheapest in

January

Average price

$199
From Orlando (ORL) to Westchester County
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One-way flight from Orlando (ORL) to Westchester County
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Highest demand for flights based on searches. 6% potential increase in price ($10 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in August 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 August 14, 2025.

This CheapOair deal was found by Cheapflights users on 8/12. 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 9/97:10 amMCO - HPN
1 stop4h 19mBreeze Airways
Tue 9/1612:09 pmHPN - MCO
1 stop4h 16mBreeze Airways
Deal found 8/12$147
This TeaFlight deal was found by Cheapflights users on 8/12. 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 TeaFlight is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/264:19 pmMCO - HPN
Nonstop2h 45mJetBlue
Fri 10/37:59 pmHPN - MCO
Nonstop2h 48mJetBlue
Deal found 8/12$155
This JetBlue deal was found by Cheapflights users on 8/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/269:16 amMCO - HPN
Nonstop2h 43mJetBlue
Sun 9/287:59 pmHPN - MCO
Nonstop2h 48mJetBlue
Deal found 8/14$157
This JetBlue deal was found by Cheapflights users on 8/13. 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.
Thu 9/49:16 amMCO - HPN
Nonstop2h 43mJetBlue
Sun 9/73:59 pmHPN - MCO
Nonstop2h 55mJetBlue
Deal found 8/13$158
This CheapOair deal was found by Cheapflights users on 8/14. 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 9/47:10 amMCO - HPN
1 stop4h 19mBreeze Airways
Sun 9/712:09 pmHPN - MCO
1 stop4h 16mBreeze Airways
Deal found 8/14$159
This CheapOair deal was found by Cheapflights users on 8/13. 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 10/37:20 amMCO - HPN
1 stop4h 08mBreeze Airways
Mon 10/612:10 pmHPN - MCO
1 stop10h 59mBreeze Airways
Deal found 8/13$160
This Expedia deal was found by Cheapflights users on 8/11. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/127:20 amMCO - HPN
1 stop4h 08mBreeze Airways
Mon 12/1512:10 pmHPN - MCO
1 stop10h 59mBreeze Airways
Deal found 8/11$162
This CheapOair deal was found by Cheapflights users on 8/13. 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.
Sun 9/77:10 amMCO - HPN
1 stop4h 19mBreeze Airways
Mon 9/812:10 pmHPN - MCO
1 stop10h 59mBreeze Airways
Deal found 8/13$163
This Breeze Airways deal was found by Cheapflights users on 8/13. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/287:10 amMCO - HPN
1 stop4h 15mBreeze Airways
Sun 8/3112:05 pmHPN - MCO
1 stop4h 12mBreeze Airways
Deal found 8/13$164
This JetBlue deal was found by Cheapflights users on 8/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/39:16 amMCO - HPN
Nonstop2h 43mJetBlue
Sun 9/77:59 pmHPN - MCO
Nonstop2h 48mJetBlue
Deal found 8/14$167
This Priceline deal was found by Cheapflights users on 8/11. 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 10/317:20 amMCO - HPN
1 stop4h 08mBreeze Airways
Sun 11/212:09 pmHPN - MCO
1 stop4h 16mBreeze Airways
Deal found 8/11$169

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 August 14, 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 9/9

7:10 am-11:29 am

1 stop4h 19m

White Plains Westchester County

Tue 9/16

12:09 pm-4:25 pm

1 stop4h 16m

$147

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Fri 9/26

4:19 pm-7:04 pm

Nonstop2h 45m

White Plains Westchester County

Fri 10/3

7:59 pm-10:47 pm

Nonstop2h 48m

$155

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Thu 10/23

4:16 pm-7:00 pm

Nonstop2h 44m

White Plains Westchester County

Mon 10/27

2:30 pm-5:28 pm

Nonstop2h 58m

$157

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Fri 9/26

7:20 am-11:28 am

1 stop4h 08m

White Plains Westchester County

Mon 9/29

12:10 pm-11:09 pm

1 stop10h 59m

$157

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Wed 9/10

11:46 am-2:29 pm

Nonstop2h 43m

White Plains Westchester County

Mon 9/15

7:59 pm-10:47 pm

Nonstop2h 48m

$157

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Wed 10/1

8:21 pm-11:06 pm

Nonstop2h 45m

White Plains Westchester County

Wed 10/8

1:00 pm-3:52 pm

Nonstop2h 52m

$157

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Sun 9/7

8:21 pm-11:06 pm

Nonstop2h 45m

White Plains Westchester County

Fri 9/12

9:00 am-11:45 am

Nonstop2h 45m

$157

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Mon 9/8

11:46 am-2:29 pm

Nonstop2h 43m

White Plains Westchester County

Fri 9/12

3:59 pm-6:54 pm

Nonstop2h 55m

$157

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Tue 9/9

9:16 am-11:59 am

Nonstop2h 43m

White Plains Westchester County

Sat 9/13

7:59 pm-10:47 pm

Nonstop2h 48m

$157

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Mon 9/15

7:20 am-11:28 am

1 stop4h 08m

$42

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Showing 1-10 of 17 results
1
2

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 $339). 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 August 14, 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 August 14, 2025.

The most flights from ORL to zzREU are scheduled on a Thursday (9 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (6 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 August 14, 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
192 reviews

Comfort

8.1

Entertainment

6.6

Crew

8.7

Food

6.7

Boarding

8.2

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
192 reviews
Breeze Airways
8.0
Very good
192 reviews

Comfort

8.1

Entertainment

6.6

Crew

8.7

Food

6.7

Boarding

8.2

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
192 reviews

Comfort

8.1

Entertainment

6.6

Crew

8.7

Food

6.7

Boarding

8.2

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
2,913 reviews
Breeze Airways
8.0
Very good
192 reviews

Comfort

8.1

Entertainment

6.6

Crew

8.7

Food

6.7

Boarding

8.2

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
8,046 reviews
Breeze Airways
8.0
Very good
192 reviews

Comfort

8.1

Entertainment

6.6

Crew

8.7

Food

6.7

Boarding

8.2

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.

  • 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 $225, our data indicates the cheapest price to be $68. The most popular route (Orlando - White Plains Westchester County), is priced around $134.

  • 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 $339). 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

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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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$48Average$250FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$70Average$143FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$156Average$237FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$200Average$276FlexibilityNo cancel feeOn-time71%

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