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Kissimmee

$83+ 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 3/14. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — MCO
Feb 14 — Feb 211
Sat 2/14
Sat 2/21
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 October, booked 85 days in advance, depart on a Tuesday or Saturday and return on a Friday

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 January 15, 2026.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$153
(JetBlue)

One-way from

$83
(Super.com)

Popular in

November

Cheapest in

September

Average price

$297
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 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. 3% potential increase in price ($10 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 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 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 January 15, 2026.

This Priceline deal was found by Cheapflights users on 1/14. 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 2/212:08 pm
HPN
-
MCO
1 stop4h 20m
Breeze Airways
Wed 2/47:00 am
MCO
-
HPN
1 stop5h 47m
Breeze Airways
Deal found 1/14$153
This CheapOair deal was found by Cheapflights users on 1/15. 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 2/2012:08 pm
HPN
-
MCO
1 stop4h 20m
Breeze Airways
Thu 2/267:10 am
MCO
-
HPN
1 stop4h 18m
Breeze Airways
Deal found 1/15$154
This CheapOair deal was found by Cheapflights users on 1/15. 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.
Tue 1/2712:08 pm
HPN
-
MCO
1 stop4h 21m
Breeze Airways
Tue 2/107:10 am
MCO
-
HPN
1 stop4h 18m
Breeze Airways
Deal found 1/15$155
This Kiwi.com deal was found by Cheapflights users on 1/14. 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 2/2012:08 pm
HPN
-
MCO
1 stop4h 20m
Multiple Airlines
Tue 2/246:36 pm
MCO
-
HPN
1 stop18h 11m
Multiple Airlines
Deal found 1/14$157
This Kiwi.com deal was found by Cheapflights users on 1/15. 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.
Tue 3/2412:08 pm
HPN
-
MCO
1 stop4h 21m
Breeze Airways
Mon 3/307:05 am
MCO
-
HPN
1 stop4h 23m
Breeze Airways
Deal found 1/15$158
This CheapOair deal was found by Cheapflights users on 1/15. 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 1/2612:08 pm
HPN
-
MCO
1 stop4h 20m
Breeze Airways
Tue 2/37:10 am
MCO
-
HPN
1 stop4h 18m
Breeze Airways
Deal found 1/15$159
This Super.com deal was found by Cheapflights users on 1/13. 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 2/2212:08 pm
HPN
-
MCO
Nonstop4h 21m
Breeze Airways
Tue 3/37:10 am
MCO
-
HPN
Nonstop4h 18m
Breeze Airways
Deal found 1/13$160
This Priceline deal was found by Cheapflights users on 1/15. 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.
Tue 1/2712:08 pm
HPN
-
MCO
1 stop4h 21m
Multiple Airlines
Sat 1/318:20 pm
MCO
-
HPN
Nonstop2h 41m
Multiple Airlines
Deal found 1/15$161
This JetBlue deal was found by Cheapflights users on 1/15. 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.
Sun 2/87:30 pm
HPN
-
MCO
Nonstop2h 57m
JetBlue
Sat 2/148:14 pm
MCO
-
HPN
Nonstop2h 43m
JetBlue
Deal found 1/15$162
This CheapOair deal was found by Cheapflights users on 1/15. 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 1/2612:08 pm
HPN
-
MCO
1 stop4h 20m
Breeze Airways
Fri 2/67:05 am
MCO
-
HPN
1 stop4h 23m
Breeze Airways
Deal found 1/15$164
This Super.com deal was found by Cheapflights users on 1/14. 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.
Sat 1/317:30 pm
HPN
-
MCO
Nonstop2h 57m
JetBlue
Tue 2/33:48 pm
MCO
-
HPN
Nonstop2h 43m
JetBlue
Deal found 1/14$165

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 January 15, 2026.
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

Sat 2/21

7:30 pm-10:24 pm

Nonstop2h 54m

Orlando

Wed 2/25

6:44 pm-9:30 pm

Nonstop2h 46m

$153

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Thu 3/5

8:30 pm-11:22 pm

Nonstop2h 52m

Orlando

Sun 3/8

10:50 am-1:34 pm

Nonstop2h 44m

$177

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Thu 1/29

12:08 pm-4:29 pm

1 stop4h 21m

Orlando

Fri 1/30

7:05 am-11:28 am

1 stop4h 23m

$184

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Wed 6/17

4:05 pm-6:59 pm

Nonstop2h 54m

Orlando

Wed 6/24

5:00 pm-7:58 pm

Nonstop2h 58m

$187

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Sat 3/21

8:30 pm-11:22 pm

Nonstop2h 52m

Orlando

Thu 3/26

10:50 am-1:34 pm

Nonstop2h 44m

$197

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Tue 3/17

8:30 pm-11:22 pm

Nonstop2h 52m

Orlando

Wed 3/25

6:50 pm-9:36 pm

Nonstop2h 46m

$198

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Sun 2/8

12:08 pm-4:29 pm

1 stop4h 21m

Orlando

Sun 2/15

8:15 am-12:40 pm

1 stop4h 25m

$203

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Wed 4/8

3:13 pm-12:33 am

1 stop9h 20m

Orlando

Wed 4/22

7:00 am-12:00 pm

1 stop5h 00m

$207

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Mon 5/4

9:00 pm-11:41 pm

Nonstop2h 41m

Orlando

Wed 5/6

8:40 pm-11:30 pm

Nonstop2h 50m

$207

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Wed 3/25

8:30 pm-11:22 pm

Nonstop2h 52m

Orlando

Wed 4/1

8:55 pm-11:45 pm

Nonstop2h 50m

$207

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/15

Showing 1-10 of 23 results
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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 January 9, 2026.

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 85 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, March is the cheapest month in which you can book a flight from White Plains to Kissimmee (average of $38). Flying from White Plains to Kissimmee in July is currently the most expensive (average of $78). 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 January 15, 2026.

A simple way to save on the total cost of your ticket is to fly from White Plains to Kissimmee in the afternoon. If you’re flexible enough to do this you can expect to save up to 41% on your trip compared to booking a flight in the evening.

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 January 10, 2026.

Travelers seeking maximum savings on their White Plains to Kissimmee flight should consider departing on Sunday evenings when fares are most often at their lowest. Friday at noon 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 January 15, 2026.

The most flights from HPN to K1S are scheduled on a Monday (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 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 January 15, 2026.
Peruse reviews from past customers who have flown with Breeze Airways, Delta, and American Airlines 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.
Breeze Airways
8.1
Very good
258 reviews

Overall

8.1

Crew

8.7

Comfort

8.2

Boarding

8.3

Entertainment

6.7

Food

6.7

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
Breeze Airways
8.1
Very good
258 reviews
Breeze Airways
8.1
Very good
258 reviews

Overall

8.1

Crew

8.7

Comfort

8.2

Boarding

8.3

Entertainment

6.7

Food

6.7

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
Delta
7.9
Good
8,051 reviews
Breeze Airways
8.1
Very good
258 reviews

Overall

8.1

Crew

8.7

Comfort

8.2

Boarding

8.3

Entertainment

6.7

Food

6.7

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
American Airlines
7.2
Good
11,136 reviews
Breeze Airways
8.1
Very good
258 reviews

Overall

8.1

Crew

8.7

Comfort

8.2

Boarding

8.3

Entertainment

6.7

Food

6.7

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
JetBlue
7.2
Good
2,887 reviews
Breeze Airways
8.1
Very good
258 reviews

Overall

8.1

Crew

8.7

Comfort

8.2

Boarding

8.3

Entertainment

6.7

Food

6.7

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
Frontier
5.7
Fair
3,057 reviews
Breeze Airways
8.1
Very good
258 reviews

Overall

8.1

Crew

8.7

Comfort

8.2

Boarding

8.3

Entertainment

6.7

Food

6.7

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.

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 6 outbound flights to Kissimmee per day from 5 airlines. White Plains Westchester County is conveniently located just 3.7 mi from White Plains’s city center.

  • How long is the flight from White Plains to Kissimmee?

    For as low as $153, JetBlue can have you in Kissimmee from White Plains in 2h 54m. The distance between White Plains and Kissimmee is about 972 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 $67. Users have also found prices from $88 and $89 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 $88. While the most popular route (White Plains Westchester County - Orlando) can be booked for $115 on average, our data indicates $240 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, March is the cheapest month in which you can book a flight from White Plains to Kissimmee (average of $38). Flying from White Plains to Kissimmee in July is currently the most expensive (average of $78). 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

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from White Plains to Kissimmee

Discover the top 5 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 January 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$49Average$91FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$83Average$234FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$103Average$281FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$127Average$300FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$162Average$389FlexibilityNo cancel feeOn-time71%

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