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Westchester County

$84+ Cheap flights from Orlando (ORL) to Westchester County

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/16. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — HPN
Jan 7 — Jan 141
Wed 1/7
Wed 1/14
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 December 8, 2025.

This CheapOair deal was found by Cheapflights users on 12/7. 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 12/257:10 amMCO - HPN
1 stop4h 19mBreeze Airways
Mon 1/2612:08 pmHPN - MCO
1 stop4h 20mBreeze Airways
Deal found 12/7$150
This JetBlue deal was found by Cheapflights users on 12/6. 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 12/167:29 amMCO - HPN
Nonstop2h 41mJetBlue
Fri 1/22:25 pmHPN - MCO
Nonstop2h 55mJetBlue
Deal found 12/6$167
This American Airlines deal was found by Cheapflights users on 12/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/115:00 amMCO - HPN
1 stop4h 29mAmerican Airlines
Tue 12/166:30 amHPN - MCO
2 stops6h 37mAmerican Airlines
Deal found 12/6$172
This JetBlue deal was found by Cheapflights users on 12/6. 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 12/114:10 pmMCO - HPN
Nonstop2h 46mJetBlue
Sat 12/134:29 pmHPN - MCO
Nonstop2h 53mJetBlue
Deal found 12/6$177
This JetBlue deal was found by Cheapflights users on 12/5. 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 12/278:45 pmMCO - HPN
Nonstop2h 44mJetBlue
Wed 12/319:20 pmHPN - MCO
Nonstop2h 51mJetBlue
Deal found 12/5$187
This Expedia deal was found by Cheapflights users on 12/6. 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.
Thu 12/1110:54 amMCO - HPN
Nonstop2h 41mMultiple Airlines
Tue 12/1612:09 pmHPN - MCO
1 stop4h 16mMultiple Airlines
Deal found 12/6$191
This CheapOair deal was found by Cheapflights users on 12/7. 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.
Mon 12/157:20 amMCO - HPN
1 stop4h 08mBreeze Airways
Tue 12/1612:09 pmHPN - MCO
1 stop4h 16mBreeze Airways
Deal found 12/7$193
This Kiwi.com deal was found by Cheapflights users on 12/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/197:20 amMCO - HPN
1 stop4h 08mBreeze Airways
Thu 1/112:09 pmHPN - MCO
1 stop4h 16mBreeze Airways
Deal found 12/6$195
This JetBlue deal was found by Cheapflights users on 12/6. 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 12/177:29 amMCO - HPN
Nonstop2h 41mJetBlue
Thu 1/19:20 pmHPN - MCO
Nonstop2h 51mJetBlue
Deal found 12/6$197
This American Airlines deal was found by Cheapflights users on 12/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/115:00 amMCO - HPN
1 stop4h 29mAmerican Airlines
Sat 12/1311:23 amHPN - MCO
2 stops6h 19mAmerican Airlines
Deal found 12/8$202
This JetBlue deal was found by Cheapflights users on 12/6. 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 12/208:45 pmMCO - HPN
Nonstop2h 44mJetBlue
Sun 1/49:20 pmHPN - MCO
Nonstop2h 51mJetBlue
Deal found 12/6$207

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 December 8, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$84
(Breeze Airways)

Popular in

December

Cheapest in

January

Average price

$188
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
Highest demand for flights based on searches. 2% potential increase in price ($3 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 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 December 8, 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 1/16

7:05 am-11:28 am

1 stop4h 23m

White Plains Westchester County

Tue 1/20

12:08 pm-4:29 pm

1 stop4h 21m

$84

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Fri 1/30

7:05 am-11:28 am

1 stop4h 23m

White Plains Westchester County

Mon 2/2

12:08 pm-4:28 pm

1 stop4h 20m

$98

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Thu 1/8

7:10 am-11:28 am

1 stop4h 18m

White Plains Westchester County

Mon 1/12

12:08 pm-4:28 pm

1 stop4h 20m

$103

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Thu 1/22

7:10 am-11:28 am

1 stop4h 18m

White Plains Westchester County

Mon 1/26

12:08 pm-4:28 pm

1 stop4h 20m

$107

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Fri 1/16

8:20 pm-11:01 pm

Nonstop2h 41m

White Plains Westchester County

Tue 1/20

12:08 pm-4:29 pm

1 stop4h 21m

$138

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Thu 1/8

8:20 pm-11:01 pm

Nonstop2h 41m

White Plains Westchester County

Mon 1/12

7:30 pm-10:27 pm

Nonstop2h 57m

$147

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Thu 1/22

8:20 pm-11:01 pm

Nonstop2h 41m

White Plains Westchester County

Mon 1/26

7:30 pm-10:27 pm

Nonstop2h 57m

$147

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Thu 12/25

7:10 am-11:29 am

1 stop4h 19m

White Plains Westchester County

Mon 1/26

12:08 pm-4:28 pm

1 stop4h 20m

$150

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Sun 1/18

7:10 am-11:28 am

1 stop4h 18m

White Plains Westchester County

Sun 1/25

12:08 pm-4:29 pm

1 stop4h 21m

$152

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Thu 1/8

8:20 pm-11:01 pm

Nonstop2h 41m

White Plains Westchester County

Tue 1/13

2:59 pm-5:59 pm

Nonstop3h 00m

$167

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/8

Showing 1-10 of 20 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, 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 December 8, 2025.

It’s typically best to fly out from Orlando to Westchester County in the evening. Doing so could potentially save you 33% 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 December 6, 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.

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 December 8, 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 (5 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 December 8, 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
8.2
Very good
242 reviews

Overall

8.2

Crew

8.8

Comfort

8.2

Food

6.7

Boarding

8.4

Entertainment

6.6

Reviews

1 / 15
8.0
Excellent

Lyle,Dec 2025

BDL - RSW

Seating was comfortable, crew excellent, no food or entertainment offered.
Breeze Airways
8.2
Very good
242 reviews
Breeze Airways
8.2
Very good
242 reviews

Overall

8.2

Crew

8.8

Comfort

8.2

Food

6.7

Boarding

8.4

Entertainment

6.6

Reviews

1 / 15
8.0
Excellent

Lyle,Dec 2025

BDL - RSW

Seating was comfortable, crew excellent, no food or entertainment offered.
American Airlines
7.2
Good
11,044 reviews
Breeze Airways
8.2
Very good
242 reviews

Overall

8.2

Crew

8.8

Comfort

8.2

Food

6.7

Boarding

8.4

Entertainment

6.6

Reviews

1 / 15
8.0
Excellent

Lyle,Dec 2025

BDL - RSW

Seating was comfortable, crew excellent, no food or entertainment offered.
JetBlue
7.2
Good
2,896 reviews
Breeze Airways
8.2
Very good
242 reviews

Overall

8.2

Crew

8.8

Comfort

8.2

Food

6.7

Boarding

8.4

Entertainment

6.6

Reviews

1 / 15
8.0
Excellent

Lyle,Dec 2025

BDL - RSW

Seating was comfortable, crew excellent, no food or entertainment offered.
Spirit Airlines
6.3
Okay
8,166 reviews
Breeze Airways
8.2
Very good
242 reviews

Overall

8.2

Crew

8.8

Comfort

8.2

Food

6.7

Boarding

8.4

Entertainment

6.6

Reviews

1 / 15
8.0
Excellent

Lyle,Dec 2025

BDL - RSW

Seating was comfortable, crew excellent, no food or entertainment offered.

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 $84, Breeze Airways can have you in Westchester County from Orlando in 4h 23m. There are 972 mi between Orlando and Westchester County.

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

    To fly one-way, consider booking your trip with Breeze Airways, which is currently one of the cheapest options available, starting at $55. JetBlue flights start at $78 while deals on American Airlines start at $98 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 $253, our data indicates the cheapest price to be $88. The most popular route (Orlando - White Plains Westchester County), is priced around $84.

  • 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 December 8, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$48Average$250FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$77Average$188FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$148Average$233FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$166Average$276FlexibilityNo cancel feeOn-time71%

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