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$93+ Cheap flights from Westchester County to Orlando (ORL)

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 5/24. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — ORL
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
1 adult, Economy
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Cheap flight deals from Westchester County to Orlando

Keep the following information in mind while searching for Westchester County to Orlando flight deals. Data was last updated January 8, 2026.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$155
(CheapOair)

One-way from

$93
(Priceline)

Popular in

April

Cheapest in

March

Average price

$158
Provider with most accurate pricing for New York (NYC)-Orlando (ORL) flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-Orlando (ORL) flights.
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From Westchester County to Orlando (ORL)
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One-way flight from Westchester County to Orlando (ORL)
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Highest demand for flights based on searches. 3% potential increase in price ($8 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find flight deals from Westchester County to Orlando

Cheapest flights from Westchester County to Orlando
Explore the most affordable flight options available from Westchester County to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 8, 2026.

This CheapOair deal was found by Cheapflights users on 1/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/212:08 pmHPN - MCO
1 stop4h 20mBreeze Airways
Tue 2/177:10 amMCO - HPN
1 stop4h 18mBreeze Airways
Deal found 1/6$154
This CheapOair deal was found by Cheapflights users on 1/7. 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.
Sun 1/2512:08 pmHPN - MCO
1 stop4h 21mBreeze Airways
Thu 1/297:10 amMCO - HPN
1 stop4h 18mBreeze Airways
Deal found 1/7$155
This Priceline deal was found by Cheapflights users on 1/7. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/1912:08 pmHPN - MCO
1 stop4h 20mBreeze Airways
Thu 1/227:10 amMCO - HPN
1 stop4h 18mBreeze Airways
Deal found 1/7$156
This CheapOair deal was found by Cheapflights users on 1/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/1212:08 pmHPN - MCO
1 stop4h 20mBreeze Airways
Sun 2/17:10 amMCO - HPN
1 stop4h 18mBreeze Airways
Deal found 1/6$157
This CheapOair deal was found by Cheapflights users on 1/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/1912:08 pmHPN - MCO
1 stop4h 20mBreeze Airways
Mon 1/267:05 amMCO - HPN
1 stop4h 23mBreeze Airways
Deal found 1/6$158
This Kiwi.com deal was found by Cheapflights users on 1/6. 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.
Sun 1/258:00 amHPN - MCO
2 stops25h 33mBreeze Airways
Tue 1/277:10 amMCO - HPN
1 stop4h 18mBreeze Airways
Deal found 1/6$159
This Kiwi.com deal was found by Cheapflights users on 1/6. 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.
Wed 1/211:17 pmHPN - MCO
1 stop5h 45mBreeze Airways
Mon 1/267:05 amMCO - HPN
1 stop4h 23mBreeze Airways
Deal found 1/6$160
This Kiwi.com deal was found by Cheapflights users on 1/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/21:10 pmHPN - MCO
2 stops20h 39mMultiple Airlines
Fri 2/67:05 amMCO - HPN
1 stop4h 23mMultiple Airlines
Deal found 1/7$161
This Priceline deal was found by Cheapflights users on 1/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/308:00 amHPN - MCO
1 stop8h 49mBreeze Airways
Mon 2/97:05 amMCO - HPN
1 stop4h 23mBreeze Airways
Deal found 1/6$162
This Priceline deal was found by Cheapflights users on 1/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/281:17 pmHPN - MCO
1 stop5h 45mBreeze Airways
Wed 2/47:00 amMCO - HPN
1 stop5h 47mBreeze Airways
Deal found 1/6$163
This Priceline deal was found by Cheapflights users on 1/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/238:00 amHPN - MCO
1 stop8h 49mBreeze Airways
Mon 1/267:05 amMCO - HPN
1 stop4h 23mBreeze Airways
Deal found 1/6$164
This Super.com deal was found by Cheapflights users on 1/7. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/257:30 pmHPN - MCO
Nonstop2h 57mJetBlue
Sat 1/3111:20 amMCO - HPN
Nonstop2h 43mJetBlue
Deal found 1/7$165

Cheapflights Fare Finder

 
Customize your flight search to find flights from Westchester County to Orlando 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 January 8, 2026.
Use the filters below to find and compare flights from Westchester County to Orlando that are best for you.

Fly from

Westchester County

Fly to

Orlando

Route

Depart

Return

Price

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Mon 1/26

7:30 pm-10:27 pm

Nonstop2h 57m

Orlando

Fri 1/30

8:20 pm-11:01 pm

Nonstop2h 41m

$168

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Sat 2/7

7:30 pm-10:27 pm

Nonstop2h 57m

Orlando

Wed 2/11

3:48 pm-6:31 pm

Nonstop2h 43m

$168

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Sat 3/14

8:30 pm-11:22 pm

Nonstop2h 52m

Orlando

Fri 3/20

10:50 am-1:34 pm

Nonstop2h 44m

$168

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Mon 3/2

8:30 pm-11:22 pm

Nonstop2h 52m

Orlando

Fri 3/6

6:44 pm-9:30 pm

Nonstop2h 46m

$178

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Tue 2/10

12:08 pm-4:29 pm

1 stop4h 21m

Orlando

Wed 2/18

7:00 am-12:47 pm

1 stop5h 47m

$179

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Tue 2/10

2:59 pm-5:59 pm

Nonstop3h 00m

Orlando

Mon 2/16

8:14 pm-10:57 pm

Nonstop2h 43m

$183

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Wed 6/3

4:05 pm-6:59 pm

Nonstop2h 54m

Orlando

Thu 6/11

8:30 pm-11:26 pm

Nonstop2h 56m

$188

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Tue 5/26

2:29 pm-5:20 pm

Nonstop2h 51m

Orlando

Wed 6/3

5:00 pm-7:58 pm

Nonstop2h 58m

$188

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Fri 5/15

3:29 pm-6:16 pm

Nonstop2h 47m

Orlando

Wed 5/20

8:40 pm-11:30 pm

Nonstop2h 50m

$188

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Fri 1/23

6:40 pm-12:03 am

1 stop5h 23m

Orlando

Thu 1/29

8:20 am-3:49 pm

1 stop7h 29m

$197

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/7

Showing 1-10 of 21 results
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Best time to book a flight from Westchester County to Orlando

Have a flexible travel schedule? Discover the best time to fly to Orlando from Westchester County 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 Westchester County to Orlando

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

Currently, October is the cheapest month in which you can book a flight from Westchester County to Orlando (average of $91). Flying from Westchester County to Orlando in April is currently the most expensive (average of $207). 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 REU to ORL?

Find hourly flight availability from Westchester County to Orlando. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 8, 2026.

Unlike in the morning, when flights are generally more expensive, you can save up to 27% on flights from Westchester County to Orlando by exploring options for tickets in the afternoon.

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

Use this chart to determine the cheapest time to fly round-trip from Westchester County to Orlando. Price data was last updated on January 3, 2026.

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

Weekly flight availability from Westchester County to Orlando

Explore weekly flight availability from Westchester County to Orlando. 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 January 8, 2026.

The most flights from zzREU to ORL are scheduled on a Thursday (7 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (5 on average).

Reviews of airlines servicing Orlando

Get insights into the airlines that provide service to Orlando. 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 Orlando. Reviews last updated January 8, 2026.
See what other customers who have flown with Breeze Airways, Delta, and American Airlines from Westchester County to Orlando have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.2
Very good
256 reviews

Entertainment

6.7

Boarding

8.4

Crew

8.8

Food

6.7

Overall

8.2

Comfort

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Breeze Airways
8.2
Very good
256 reviews
Breeze Airways
8.2
Very good
256 reviews

Entertainment

6.7

Boarding

8.4

Crew

8.8

Food

6.7

Overall

8.2

Comfort

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Delta
7.9
Good
8,032 reviews
Breeze Airways
8.2
Very good
256 reviews

Entertainment

6.7

Boarding

8.4

Crew

8.8

Food

6.7

Overall

8.2

Comfort

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
American Airlines
7.2
Good
11,097 reviews
Breeze Airways
8.2
Very good
256 reviews

Entertainment

6.7

Boarding

8.4

Crew

8.8

Food

6.7

Overall

8.2

Comfort

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
JetBlue
7.2
Good
2,892 reviews
Breeze Airways
8.2
Very good
256 reviews

Entertainment

6.7

Boarding

8.4

Crew

8.8

Food

6.7

Overall

8.2

Comfort

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Frontier
5.7
Fair
3,061 reviews
Breeze Airways
8.2
Very good
256 reviews

Entertainment

6.7

Boarding

8.4

Crew

8.8

Food

6.7

Overall

8.2

Comfort

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.

Related info for your journey

Find useful and relevant information for your journey from Westchester County to Orlando. 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 Westchester County to Orlando?

    A quick flight from Westchester County to Orlando can take about 2h 57m. JetBlue provides one of the quickest options available for as low as $168. There are 972 mi between Westchester County and Orlando. Both multi-stop and nonstop flights can be found to your destination and back.

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

    One-way options have recently been found by users for as low as $67 on Breeze Airways. Other airlines that offer cheap prices include JetBlue from $88 and Delta from $89 one-way.

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

    While on average a flight from Westchester County to Orlando is generally $226, our data shows the cheapest flight currently is $87. When looking at the most popular route, (White Plains Westchester County - Orlando), you can expect to pay $109 for that flight.

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

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

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

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

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

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

    Currently, October is the cheapest month in which you can book a flight from Westchester County to Orlando (average of $91). Flying from Westchester County to Orlando in April is currently the most expensive (average of $207). 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 Westchester County to Orlando

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Westchester County to Orlando

Discover the top 5 airlines that operate flights from Westchester County to Orlando. 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 January 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$49Average$91FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$99Average$195FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$108Average$357FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$157Average$308FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$186Average$423FlexibilityNo cancel feeOn-time71%

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