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Kissimmee

$58+ Cheap flights from White Plains (HPN) 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 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — MCO
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
1 adult, Economy
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Cheapflights Tip: The best prices from White Plains Westchester County to Kissimmee are usually found in September or June, booked 54 days in advance, depart on a Saturday or Tuesday and return on a Thursday

Cheap flight deals from White Plains to Kissimmee

Keep the following information in mind while searching for White Plains to Kissimmee flight deals. Data was last updated July 30, 2025.

Round-trip from

$160
(CheapOair)

One-way from

$57
(Priceline)

Popular in

April

Cheapest in

September

Average price

$294
From White Plains Westchester County to Kissimmee
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One-way flight from White Plains Westchester County to Kissimmee
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Highest demand for flights based on searches. 8% potential increase in price ($30 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from White Plains to Kissimmee

Cheapest flights from White Plains to Kissimmee
Explore the most affordable flight options available from White Plains to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 30, 2025.

This Priceline deal was found by Cheapflights users on 7/28. 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 10/2712:10 pmHPN - MCO
1 stop4h 12mBreeze Airways
Thu 10/307:10 amMCO - HPN
1 stop4h 19mBreeze Airways
Deal found 7/28$163
This JetBlue deal was found by Cheapflights users on 7/28. 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.
Fri 8/222:40 pmHPN - MCO
Nonstop2h 50mJetBlue
Sun 8/244:34 pmMCO - HPN
Nonstop2h 55mJetBlue
Deal found 7/28$167
This American Airlines deal was found by Cheapflights users on 7/30. 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 8/221:31 pmHPN - MCO
1 stop6h 12mAmerican Airlines
Mon 8/254:20 pmMCO - HPN
1 stop7h 05mAmerican Airlines
Deal found 7/30$177

Cheapflights Fare Finder

 
Customize your flight search to find flights from White Plains 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 30, 2025.
Use the filters below to find and compare flights from White Plains to Kissimmee that are best for you.

Fly from

White Plains

Fly to

Kissimmee

Route

Depart

Return

Price

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Mon 10/27

12:10 pm-4:22 pm

1 stop4h 12m

Orlando

Thu 10/30

7:10 am-11:29 am

1 stop4h 19m

$163

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Fri 8/22

2:40 pm-5:30 pm

Nonstop2h 50m

Orlando

Sun 8/24

4:34 pm-7:29 pm

Nonstop2h 55m

$167

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Fri 8/22

1:31 pm-7:43 pm

1 stop6h 12m

Orlando

Mon 8/25

4:20 pm-11:25 pm

1 stop7h 05m

$177

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Mon 9/15

12:10 pm-4:22 pm

1 stop4h 12m

$58

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Tue 8/26

2:29 pm-5:20 pm

Nonstop2h 51m

$89

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Tue 8/26

4:29 pm-10:33 pm

1 stop6h 04m

$99

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Mon 8/18

3:09 pm-8:06 pm

1 stop4h 57m

$109

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Best time to book a flight from White Plains to Kissimmee

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

How far ahead should I book a flight from White Plains to Kissimmee?

Use this chart to determine the optimal time to book a round-trip flight from White Plains to Kissimmee. Price data was last updated on July 25, 2025.

The price you pay for your flight from White Plains to Kissimmee may vary depending on when you book. For the best chance of a lower fare, look to book 49 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from White Plains to Kissimmee?

Currently, May is the cheapest month in which you can book a flight from White Plains to Kissimmee (average of $206). Flying from White Plains to Kissimmee in November is currently the most expensive (average of $288). 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 HPN to K1S?

Find hourly flight availability from White Plains 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 30, 2025.

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

What is the cheapest day to fly from White Plains to Kissimmee?

Use this chart to determine the cheapest time to fly round-trip from White Plains to Kissimmee. Price data was last updated on July 27, 2025.

Travelers seeking maximum savings on their White Plains to Kissimmee flight should consider departing on Sunday afternoons when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from White Plains to Kissimmee

Explore weekly flight availability from White Plains 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 30, 2025.

The most flights from HPN to K1S are scheduled on a Monday (8 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 on average).

How much does it cost to fly round-trip from White Plains to Kissimmee?

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 30, 2025.
Peruse reviews from past customers who have flown with Delta, Breeze Airways, and JetBlue from White Plains 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.
Delta
8.0
Very good
7,980 reviews

Boarding

8.2

Crew

8.5

Comfort

7.9

Overall

8.0

Food

7.3

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Delta
8.0
Very good
7,980 reviews
Delta
8.0
Very good
7,980 reviews

Boarding

8.2

Crew

8.5

Comfort

7.9

Overall

8.0

Food

7.3

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Breeze Airways
8.0
Very good
191 reviews
Delta
8.0
Very good
7,980 reviews

Boarding

8.2

Crew

8.5

Comfort

7.9

Overall

8.0

Food

7.3

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
JetBlue
7.3
Good
2,913 reviews
Delta
8.0
Very good
7,980 reviews

Boarding

8.2

Crew

8.5

Comfort

7.9

Overall

8.0

Food

7.3

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,980 reviews

Boarding

8.2

Crew

8.5

Comfort

7.9

Overall

8.0

Food

7.3

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Related info for your journey

Find useful and relevant information for your journey from White Plains to Kissimmee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from White Plains to Kissimmee?

    Most people fly from White Plains Westchester County (HPN) if they book a flight from White Plains to Kissimmee. On average, Westchester County has 4 outbound flights to Kissimmee per day from 6 airlines. White Plains Westchester County is conveniently located just 3.7 mi from White Plains’s city center.

  • What are the cheapest airlines to fly from White Plains to Kissimmee one-way?

    For one-way options, check prices for Breeze Airways. According to our data, you can fly for as low as $57. Users have also found prices from $89 and $99 on JetBlue and Delta, respectively.

  • What are the cheapest flights from White Plains to Kissimmee?

    Looking at all options, your cheapest flight can be booked for $68. While the most popular route (White Plains Westchester County - Orlando) can be booked for $125 on average our data indicates $184 when flying from White Plains to Kissimmee.

  • Can I find deals for flights from White Plains to Kissimmee that include hotel bookings?

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

  • How can I find direct flights from White Plains to Kissimmee?

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

  • Can I find deals for business class flights from White Plains to Kissimmee?

    Yes. Cheapflights offers flight deals from White Plains 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 White Plains to Kissimmee?

    Currently, May is the cheapest month in which you can book a flight from White Plains to Kissimmee (average of $206). Flying from White Plains to Kissimmee in November is currently the most expensive (average of $288). 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 White Plains to Kissimmee

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Top 6 airlines flying from White Plains to Kissimmee

Discover the top 6 airlines that operate flights from White Plains 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 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$29Average$159FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$93Average$179FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$103Average$283FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$113Average$239FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$176Average$321FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$194Average$405FlexibilityNo cancel feeOn-time71%

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