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Kissimmee

$39+ Cheap flights from Islip, NY (ISP) 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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — MCO
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheapflights Tip: The best prices from Islip Long Island to Kissimmee are usually found in September or March, booked 34 days in advance, depart on a Wednesday or Saturday and return on a Saturday

Cheap flight deals from Islip to Kissimmee

Cheapest flights from Islip to Kissimmee
Explore the most affordable flight options available from Islip to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This CheapOair deal was found by Cheapflights users on 12/15. 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.
Wed 12/176:00 amISP - MCO
Nonstop3h 06mFrontier
Mon 12/225:01 pmMCO - ISP
Nonstop2h 39mFrontier
Deal found 12/15$80
This CheapOair deal was found by Cheapflights users on 12/14. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/176:00 amISP - MCO
Nonstop3h 06mFrontier
Thu 12/258:45 amMCO - ISP
Nonstop2h 40mFrontier
Deal found 12/14$94
This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
Wed 12/315:27 pmISP - MCO
Nonstop3h 04mFrontier
Thu 1/85:06 pmMCO - ISP
Nonstop2h 39mFrontier
Deal found 12/15$107
This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
Mon 12/1510:19 amISP - MCO
Nonstop3h 01mFrontier
Mon 12/2210:30 amMCO - ISP
Nonstop2h 39mFrontier
Deal found 12/15$113
This CheapOair deal was found by Cheapflights users on 12/16. 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 12/168:29 pmISP - MCO
Nonstop3h 05mFrontier
Thu 12/188:45 amMCO - ISP
Nonstop2h 40mFrontier
Deal found 12/16$114
This Frontier deal was found by Cheapflights users on 12/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/168:29 pmISP - MCO
Nonstop3h 05mFrontier
Sun 12/215:01 pmMCO - ISP
Nonstop2h 39mFrontier
Deal found 12/16$118
This Frontier deal was found by Cheapflights users on 12/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/168:29 pmISP - MCO
Nonstop3h 05mFrontier
Tue 12/238:45 amMCO - ISP
Nonstop2h 40mFrontier
Deal found 12/16$128
This CheapOair deal was found by Cheapflights users on 12/16. 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.
Wed 12/176:00 amISP - MCO
Nonstop3h 06mFrontier
Sun 12/215:01 pmMCO - ISP
Nonstop2h 39mFrontier
Deal found 12/16$134
This CheapOair deal was found by Cheapflights users on 12/16. 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 12/3012:20 pmISP - MCO
Nonstop2h 57mFrontier
Sat 1/104:29 pmMCO - ISP
Nonstop2h 39mFrontier
Deal found 12/16$135
This CheapOair deal was found by Cheapflights users on 12/16. 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.
Wed 12/176:00 amISP - MCO
Nonstop3h 06mFrontier
Wed 12/242:00 pmMCO - ISP
Nonstop2h 37mFrontier
Deal found 12/16$144

Find flight deals from Islip to Kissimmee

Keep the following information in mind while searching for Islip to Kissimmee flight deals. Data was last updated December 18, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$68
(Priceline)

One-way from

$39
(Kiwi.com)

Popular in

April

Cheapest in

September

Average price

$267
Provider with most accurate pricing for New York (NYC)-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-Orlando (ORL) flights.
Search Deals
From Islip Long Island to Kissimmee
Search Deals
One-way flight from Islip Long Island to Kissimmee
Search Deals
High demand for flights, 1% potential price rise
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Islip 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 December 18, 2025.
Use the filters below to find and compare flights from Islip to Kissimmee that are best for you.

Fly from

Islip

Fly to

Kissimmee

Route

Depart

Return

Price

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Sun 1/4

2:04 pm-5:06 pm

Nonstop3h 02m

Orlando

Sun 1/11

5:06 pm-7:45 pm

Nonstop2h 39m

$125

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Mon 1/19

11:50 am-6:30 pm

1 stop6h 40m

Orlando

Wed 1/21

5:15 pm-9:55 pm

1 stop4h 40m

$134

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Wed 1/14

7:35 am-6:40 pm

1 stop11h 05m

Orlando

Wed 1/21

5:15 pm-9:55 pm

1 stop4h 40m

$139

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Sat 3/7

5:00 am-7:50 am

Nonstop2h 50m

Orlando

Sat 3/14

8:45 pm-11:25 pm

Nonstop2h 40m

$139

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Wed 1/21

10:00 am-1:05 pm

Nonstop3h 05m

Orlando

Wed 1/28

6:15 am-8:52 am

Nonstop2h 37m

$141

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Sat 2/7

3:35 pm-9:40 pm

1 stop6h 05m

Orlando

Fri 2/13

6:05 am-12:20 pm

1 stop6h 15m

$159

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Sun 3/1

5:35 pm-10:15 pm

1 stop4h 40m

Orlando

Wed 3/4

12:55 pm-9:55 pm

2 stops9h 00m

$164

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Fri 1/23

2:01 pm-11:07 pm

1 stop9h 06m

Orlando

Mon 1/26

7:05 am-1:21 pm

1 stop6h 16m

$175

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Fri 2/27

2:31 pm-10:37 pm

1 stop8h 06m

Orlando

Mon 3/2

7:05 am-1:31 pm

1 stop6h 26m

$181

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Mon 1/5

10:55 am-3:50 pm

1 stop4h 55m

$51

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 19 results
1
2

Best time to book a flight from Islip to Kissimmee

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

How far ahead should I book a flight from Islip, New York to Kissimmee?

Use this chart to determine the optimal time to book a round-trip flight from Islip to Kissimmee. Price data was last updated on December 12, 2025.

Booking 34 days in advance of your planned departure date is, on average, the best time to get cheap flights from Islip, New York to Kissimmee. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Islip, New York to Kissimmee?

Currently, January is the cheapest month in which you can book a flight from Islip, New York to Kissimmee (average of $29). Flying from Islip, New York 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 ISP to K1S?

Find hourly flight availability from Islip 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 December 18, 2025.

When flying from Islip, New York to Kissimmee, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 29% versus a flight in the evening.

What is the cheapest day to fly from Islip, New York to Kissimmee?

Use this chart to determine the cheapest time to fly round-trip from Islip to Kissimmee. Price data was last updated on December 13, 2025.

Travelers seeking maximum savings on their Islip, New York to Kissimmee flight should consider departing on Monday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost to fly round-trip from Islip, New York 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 December 18, 2025.
Read through reviews of airlines operating flights from Islip to Kissimmee, such as Southwest, JetBlue, and Spirit Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Overall

7.9

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,250 reviews
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Overall

7.9

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
JetBlue
7.2
Good
2,896 reviews
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Overall

7.9

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Spirit Airlines
6.3
Okay
8,190 reviews
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Overall

7.9

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Frontier
5.8
Fair
3,080 reviews
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Overall

7.9

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Islip 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 Islip to Kissimmee?

    Islip Long Island (ISP) is the airport you will fly out of if you book a flight from Islip to Kissimmee. You should not have trouble finding flights to Kissimmee from Long Island; the airport handles an average of 1 outbound flight to Kissimmee per day. You should also have plenty of airline options to choose from since 6 airlines have flights from the Islip airport to Kissimmee. It is only a 7.2 mi journey to Long Island (ISP) from Islip’s city center.

  • How long is the flight from Islip, New York to Kissimmee?

    A quick flight from Islip, New York to Kissimmee can take about 3h 02m. Frontier provides one of the quickest options available for as low as $125. There are 971 mi between Islip, New York and Kissimmee. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Islip, New York to Kissimmee one-way?

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $33. However, be on the lookout for offers from Southwest and JetBlue, as they are both options that can get you from Islip, New York to Kissimmee for a low price.

  • What are the most reliable airlines from Islip, New York to Kissimmee?

    No one likes to see their flight delayed. When booking a flight from Islip, New York to Kissimmee consider choosing Southwest (80%), JetBlue (79%) or Frontier (53%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Islip, New York to Kissimmee?

    On average you can expect to pay $183 for a flight from Islip, New York to Kissimmee. The cheapest flight overall is $29 while the most popular route, (Islip Long Island - Orlando) is currently priced at $55.

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

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

  • How can I find direct flights from Islip to Kissimmee?

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

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

    Yes. Cheapflights offers flight deals from Islip 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 Islip, New York to Kissimmee?

    Currently, January is the cheapest month in which you can book a flight from Islip, New York to Kissimmee (average of $29). Flying from Islip, New York 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 Islip to Kissimmee

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Islip to Kissimmee

Discover the top 6 airlines that operate flights from Islip 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$50Average$147FlexibilityNo cancel feeOn-timeN/A
Avelo AirlinesCheapest$59Average$80FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$59Average$192FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$69Average$177FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$94Average$231FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$156Average$343FlexibilityNo cancel feeOn-time63%

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