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Westchester County

$62+ 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 11/20. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — HPN
Nov 22 — Nov 291
Sat 11/22
Sat 11/29
1 adult, Economy
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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 October 23, 2025.

This Priceline deal was found by Cheapflights users on 10/21. 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 11/67:10 amMCO - HPN
1 stop4h 19mBreeze Airways
Tue 11/1112:09 pmHPN - MCO
1 stop4h 16mBreeze Airways
Deal found 10/21$140
This Priceline deal was found by Cheapflights users on 10/21. 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 12/117:10 amMCO - HPN
1 stop4h 19mBreeze Airways
Mon 12/1512:10 pmHPN - MCO
1 stop4h 12mBreeze Airways
Deal found 10/21$142
This Priceline deal was found by Cheapflights users on 10/23. 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 12/57:20 amMCO - HPN
1 stop4h 08mBreeze Airways
Tue 12/912:09 pmHPN - MCO
1 stop4h 16mBreeze Airways
Deal found 10/23$143
This CheapOair deal was found by Cheapflights users on 10/21. 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 stop4h 12mBreeze Airways
Deal found 10/21$145
This Priceline deal was found by Cheapflights users on 10/23. 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 11/510:51 amMCO - HPN
Nonstop2h 42mJetBlue
Sat 11/88:00 pmHPN - MCO
Nonstop2h 45mJetBlue
Deal found 10/23$147
This Breeze Airways deal was found by Cheapflights users on 10/21. 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.
Fri 12/127:20 amMCO - HPN
1 stop4h 08mBreeze Airways
Sun 12/1412:09 pmHPN - MCO
1 stop4h 16mBreeze Airways
Deal found 10/21$148
This Priceline deal was found by Cheapflights users on 10/21. 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 10/287:50 pmMCO - HPN
Nonstop2h 44mJetBlue
Sun 11/98:00 pmHPN - MCO
Nonstop2h 45mJetBlue
Deal found 10/21$149
This JetBlue deal was found by Cheapflights users on 10/21. 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 10/307:50 pmMCO - HPN
Nonstop2h 44mJetBlue
Mon 11/38:00 pmHPN - MCO
Nonstop2h 45mJetBlue
Deal found 10/21$150
This Priceline deal was found by Cheapflights users on 10/23. 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.
Mon 12/157:20 amMCO - HPN
1 stop4h 08mBreeze Airways
Tue 12/1612:09 pmHPN - MCO
1 stop4h 16mBreeze Airways
Deal found 10/23$151
This CheapOair deal was found by Cheapflights users on 10/21. 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 11/137:10 amMCO - HPN
1 stop4h 19mBreeze Airways
Tue 11/1812:09 pmHPN - MCO
1 stop4h 16mBreeze Airways
Deal found 10/21$152
This JetBlue deal was found by Cheapflights users on 10/23. 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.
Sat 11/17:50 pmMCO - HPN
Nonstop2h 44mJetBlue
Sun 11/98:00 pmHPN - MCO
Nonstop2h 45mJetBlue
Deal found 10/23$153

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 October 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$138
(CheapOair)

One-way from

$62
(Priceline)

Popular in

October

Cheapest in

January

Average price

$200
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. 2% potential increase in price ($4 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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 October 23, 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

Fri 12/12

7:20 am-11:28 am

1 stop4h 08m

White Plains Westchester County

Sun 12/14

12:09 pm-4:25 pm

1 stop4h 16m

$148

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Fri 1/9

11:15 am-1:59 pm

Nonstop2h 44m

White Plains Westchester County

Sun 1/11

8:00 pm-10:54 pm

Nonstop2h 54m

$149

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Thu 12/4

7:29 am-10:10 am

Nonstop2h 41m

White Plains Westchester County

Tue 12/9

2:30 pm-5:20 pm

Nonstop2h 50m

$149

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Thu 10/30

7:50 pm-10:34 pm

Nonstop2h 44m

White Plains Westchester County

Mon 11/3

8:00 pm-10:45 pm

Nonstop2h 45m

$150

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Sat 11/1

7:50 pm-10:34 pm

Nonstop2h 44m

White Plains Westchester County

Sun 11/9

8:00 pm-10:45 pm

Nonstop2h 45m

$153

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Sat 11/22

8:15 pm-10:56 pm

Nonstop2h 41m

White Plains Westchester County

Mon 11/24

8:30 am-11:18 am

Nonstop2h 48m

$155

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Wed 12/10

7:29 am-10:10 am

Nonstop2h 41m

White Plains Westchester County

Sun 1/11

8:00 pm-10:54 pm

Nonstop2h 54m

$158

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Tue 12/9

7:10 am-11:29 am

1 stop4h 19m

White Plains Westchester County

Sun 1/11

12:03 pm-4:24 pm

1 stop4h 21m

$161

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Fri 11/7

10:51 am-1:33 pm

Nonstop2h 42m

White Plains Westchester County

Mon 11/10

8:00 pm-10:45 pm

Nonstop2h 45m

$163

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Sat 12/6

10:54 am-1:35 pm

Nonstop2h 41m

White Plains Westchester County

Sat 12/6

4:29 pm-7:21 pm

Nonstop2h 52m

$164

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/21

Showing 1-10 of 22 results
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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, August is the cheapest month in which you can book a flight from Orlando to Westchester County (average of $48). Flying from Orlando to Westchester County in April is currently the most expensive (average of $200). 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 October 23, 2025.

It’s typically best to fly out from Orlando to Westchester County in the evening. Doing so could potentially save you 32% on the flight price compared to flying in the morning, which is usually more expensive.

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

Use this chart to determine the cheapest time to fly round-trip from Orlando to Westchester County. Price data was last updated on October 19, 2025.

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

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 October 23, 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
8.1
Very good
219 reviews

Entertainment

6.6

Food

6.7

Comfort

8.1

Overall

8.1

Crew

8.7

Boarding

8.3

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
8.1
Very good
219 reviews
Breeze Airways
8.1
Very good
219 reviews

Entertainment

6.6

Food

6.7

Comfort

8.1

Overall

8.1

Crew

8.7

Boarding

8.3

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
11,028 reviews
Breeze Airways
8.1
Very good
219 reviews

Entertainment

6.6

Food

6.7

Comfort

8.1

Overall

8.1

Crew

8.7

Boarding

8.3

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
2,908 reviews
Breeze Airways
8.1
Very good
219 reviews

Entertainment

6.6

Food

6.7

Comfort

8.1

Overall

8.1

Crew

8.7

Boarding

8.3

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
8,100 reviews
Breeze Airways
8.1
Very good
219 reviews

Entertainment

6.6

Food

6.7

Comfort

8.1

Overall

8.1

Crew

8.7

Boarding

8.3

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 $149, Breeze Airways can have you in Westchester County from Orlando in 2h 44m. There are 972 mi between Orlando and Westchester County. This flight may include one or multiple stops.

  • 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 $155, our data indicates the cheapest price to be $49. The most popular route (Orlando - White Plains Westchester County), is priced around $143.

  • 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, August is the cheapest month in which you can book a flight from Orlando to Westchester County (average of $48). Flying from Orlando to Westchester County in April is currently the most expensive (average of $200). 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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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 October 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$48Average$250FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$77Average$165FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$152Average$234FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$206Average$276FlexibilityNo cancel feeOn-time71%

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