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Kissimmee

$99+ Cheap flights from Westchester County to Kissimmee, FL

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 7/11. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — MCO
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
1 adult, Economy
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Cheap flight deals from Westchester County to Kissimmee

Keep the following information in mind while searching for Westchester County to Kissimmee flight deals. Data was last updated April 17, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$211
(CheapOair)

One-way from

$99
(CheapOair)

Popular in

April

Cheapest in

March

Average price

$296
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 Kissimmee
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One-way flight from Westchester County to Kissimmee
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High demand for flights, 0% potential price rise
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Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Westchester County to Kissimmee

Cheapest flights from Westchester County to Kissimmee
Explore the most affordable flight options available from Westchester County to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 17, 2025.

This JetBlue deal was found by Cheapflights users on 4/17. 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 5/88:55 pmHPN - MCO
Nonstop2h 41mJetBlue
Sun 5/119:10 amMCO - HPN
Nonstop2h 49mJetBlue
Deal found 4/17$208
This CheapOair deal was found by Cheapflights users on 4/17. 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 7/412:06 pmHPN - MCO
1 stop4h 22mBreeze Airways
Fri 7/117:10 amMCO - HPN
1 stop4h 11mBreeze Airways
Deal found 4/17$220
This Delta deal was found by Cheapflights users on 4/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/26:40 pmHPN - MCO
1 stop6h 14mDelta
Sat 5/36:15 amMCO - HPN
1 stop5h 49mDelta
Deal found 4/17$227
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Fri 5/96:30 amHPN - MCO
2 stops6h 45mAmerican Airlines
Sun 5/185:00 amMCO - HPN
1 stop4h 29mAmerican Airlines
Deal found 4/17$232

Cheapflights Fare Finder

Customize your flight search to find flights from Westchester County to Kissimmee 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 April 17, 2025.
Use the filters below to find and compare flights from Westchester County to Kissimmee that are best for you.

Fly from

Westchester County

Fly to

Kissimmee

Route

Depart

Return

Price

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Thu 5/8

8:55 pm-11:36 pm

Nonstop2h 41m

Orlando

Sun 5/11

9:10 am-11:59 am

Nonstop2h 49m

$208

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Fri 7/4

12:06 pm-4:28 pm

1 stop4h 22m

Orlando

Fri 7/11

7:10 am-11:21 am

1 stop4h 11m

$220

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Fri 5/2

6:40 pm-11:59 pm

1 stop5h 19m

Orlando

Tue 5/6

5:10 pm-10:18 pm

1 stop5h 08m

$227

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Fri 5/9

6:30 am-1:15 pm

2 stops6h 45m

Orlando

Sun 5/18

5:00 am-9:29 am

1 stop4h 29m

$232

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Mon 5/12

12:06 pm-7:07 am

2 stops19h 01m

Orlando

Wed 5/14

8:17 am-12:30 pm

2 stops28h 13m

$440

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Fri 7/11

12:06 pm-4:28 pm

1 stop4h 22m

$99

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Sun 5/18

8:55 pm-11:36 pm

Nonstop2h 41m

$114

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Fri 5/2

5:15 pm-11:16 pm

1 stop6h 01m

$124

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Sat 5/17

3:03 pm-9:59 pm

2 stops6h 56m

$129

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Fri 7/18

8:00 am-11:00 pm

2 stops15h 00m

$275

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/16

Best time to book a flight from Westchester County to Kissimmee

Have a flexible travel schedule? Discover the best time to fly to Kissimmee 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 Kissimmee

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

Currently, May is the cheapest month in which you can book a flight from Westchester County to Kissimmee (average of $206). Flying from Westchester County to Kissimmee in November is currently the most expensive (average of $289). 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 K1S?

Find hourly flight availability from Westchester County to Kissimmee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 17, 2025.

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

Weekly flight availability from Westchester County to Kissimmee

Explore weekly flight availability from Westchester County to Kissimmee. 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 April 17, 2025.

The most flights from zzREU to K1S are scheduled on a Monday (6 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 on average).

Rainfall in Kissimmee by month

Plan your trip to Kissimmee by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Kissimmee ranges from 2.4 - 8.7 inches per month. June is typically the wettest month, when rainfall can reach 8.7 in. November is typically the driest time to visit Kissimmee when rainfall is around 2.4 in.

Temperature in Kissimmee by month

Plan your trip to Kissimmee by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Kissimmee, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 60.8 F).

Reviews of airlines servicing Kissimmee

Get insights into the airlines that provide service to Kissimmee. 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 Kissimmee. Reviews last updated April 17, 2025.
Peruse reviews from past customers who have flown with Breeze Airways, Delta and JetBlue from Westchester County to Kissimmee to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
158 reviews

Boarding

8.3

Comfort

8.2

Overall

8.1

Food

6.7

Crew

8.8

Entertainment

6.6

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
158 reviews
Breeze Airways
8.1
Very good
158 reviews

Boarding

8.3

Comfort

8.2

Overall

8.1

Food

6.7

Crew

8.8

Entertainment

6.6

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Delta
8.0
Very good
7,916 reviews
Breeze Airways
8.1
Very good
158 reviews

Boarding

8.3

Comfort

8.2

Overall

8.1

Food

6.7

Crew

8.8

Entertainment

6.6

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
JetBlue
7.3
Good
2,926 reviews
Breeze Airways
8.1
Very good
158 reviews

Boarding

8.3

Comfort

8.2

Overall

8.1

Food

6.7

Crew

8.8

Entertainment

6.6

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
American Airlines
7.2
Good
10,000 reviews
Breeze Airways
8.1
Very good
158 reviews

Boarding

8.3

Comfort

8.2

Overall

8.1

Food

6.7

Crew

8.8

Entertainment

6.6

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

Related info for your journey

Find useful and relevant information for your journey from Westchester County to Kissimmee. 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 airlines to fly from Westchester County to Kissimmee one-way?

    $99 is the cheapest one-way deal found within the past few days, from Breeze Airways. You may also be able to find cheap deals on JetBlue and Delta, with prices starting from $114 and $124, respectively.

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

    The cheapest flight price from Westchester County to Kissimmee is $98. On average you can expect to pay $251. The most popular route, (White Plains Westchester County - Orlando), can usually be booked for $120.

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

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from Westchester County to Kissimmee (average of $206). Flying from Westchester County to Kissimmee in November is currently the most expensive (average of $289). 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 7 airlines flying from Westchester County to Kissimmee

Discover the top 7 airlines that operate flights from Westchester County to Kissimmee. 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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$29Average$159FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$64Average$126FlexibilityNo cancel feeOn-time65%
Avelo AirlinesCheapest$93Average$190FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$105Average$229FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$108Average$284FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$177Average$316FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$186Average$333FlexibilityNo cancel feeOn-time71%

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