Kissimmee

$90+ 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 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — MCO
Jul 7 — Jul 141
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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 July 2, 2025.

Round-trip from

$178
(Kiwi.com)

One-way from

$90
(CheapOair)

Popular in

April

Cheapest in

March

Average price

$213
From Westchester County to Kissimmee
One-way flight from Westchester County to Kissimmee
Highest demand for flights based on searches. 0% potential increase in price ($1 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
Average for round-trip flights in July 2025

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 July 2, 2025.

This Kiwi.com deal was found by Cheapflights users on 7/2. 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 8/2512:06 pmHPN - MCO
1 stop4h 22mBreeze Airways
Mon 9/17:10 amMCO - HPN
1 stop4h 11mBreeze Airways
Deal found 7/2$178
This American Airlines deal was found by Cheapflights users on 7/2. 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.
Sat 9/276:50 pmHPN - MCO
1 stop4h 52mAmerican Airlines
Wed 10/17:15 amMCO - HPN
2 stops7h 38mAmerican Airlines
Deal found 7/2$182
This JetBlue deal was found by Cheapflights users on 7/1. 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 7/178:35 pmHPN - MCO
Nonstop2h 43mJetBlue
Sun 7/208:54 amMCO - HPN
Nonstop2h 48mJetBlue
Deal found 7/1$187

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 July 2, 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

Mon 8/25

12:06 pm-4:28 pm

1 stop4h 22m

Orlando

Mon 9/1

7:10 am-11:21 am

1 stop4h 11m

$178

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Sat 9/27

6:30 am-2:05 pm

2 stops7h 35m

Orlando

Sat 10/4

9:25 am-4:59 pm

1 stop7h 34m

$182

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Wed 9/10

3:59 pm-6:49 pm

Nonstop2h 50m

Orlando

Fri 9/12

9:16 am-11:59 am

Nonstop2h 43m

$187

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Fri 9/12

3:25 pm-11:12 pm

1 stop7h 47m

Orlando

Sat 9/13

9:00 am-2:29 pm

1 stop5h 29m

$209

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Tue 10/7

12:09 pm-4:25 pm

1 stop4h 16m

$90

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Sun 8/24

8:30 pm-11:13 pm

Nonstop2h 43m

$94

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Tue 8/12

6:42 pm-12:03 am

1 stop5h 21m

$104

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Tue 7/15

6:37 am-12:49 pm

2 stops6h 12m

$119

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

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 July 2, 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 July 2, 2025.

The most flights from zzREU to K1S are scheduled on a Monday (9 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (4 on average).

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 July 2, 2025.
See what other customers who have flown with Breeze Airways, Delta, and JetBlue from Westchester County to Kissimmee have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Food

6.8

Boarding

8.4

Comfort

8.2

Crew

8.8

Overall

8.1

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!

Food

6.8

Boarding

8.4

Comfort

8.2

Crew

8.8

Overall

8.1

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!
8.0
Very good

Food

6.8

Boarding

8.4

Comfort

8.2

Crew

8.8

Overall

8.1

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!

Food

6.8

Boarding

8.4

Comfort

8.2

Crew

8.8

Overall

8.1

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!

Food

6.8

Boarding

8.4

Comfort

8.2

Crew

8.8

Overall

8.1

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?

    $90 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 $94 and $104, respectively.

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

    The cheapest flight price from Westchester County to Kissimmee is $93. On average you can expect to pay $245. The most popular route, (White Plains Westchester County - Orlando), can usually be booked for $122.

  • 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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Alternative routes for Westchester County to Kissimmee

See prices for flight routes from nearby airports that may be better suited for you.

Top 6 airlines flying from Westchester County to Kissimmee

Discover the top 6 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 July 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$29Average$159FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$93Average$190FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$103Average$302FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$105Average$230FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$185Average$323FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$194Average$392FlexibilityNo cancel feeOn-time71%

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