HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Kissimmee

$33+ 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 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — MCO
Mar 11 — Mar 181
Wed 3/11
Wed 3/18
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Islip to Kissimmee with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.
Cheapflights Tip: The best prices from Islip Long Island to Kissimmee are usually found in September or March, booked 76 days in advance, depart on a Wednesday or Tuesday and return on a Sunday

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 February 9, 2026.

This Super.com deal was found by Cheapflights users on 2/7. 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 2/2111:41 am
ISP
-
MCO
Nonstop3h 03m
Frontier
Thu 2/2611:55 am
MCO
-
ISP
Nonstop2h 44m
Frontier
Deal found 2/7$96
This Frontier deal was found by Cheapflights users on 2/7. 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.
Fri 2/208:33 am
ISP
-
MCO
Nonstop3h 08m
Frontier
Sat 2/288:20 am
MCO
-
ISP
Nonstop2h 46m
Frontier
Deal found 2/7$97
This CheapOair deal was found by Cheapflights users on 2/7. 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 2/233:59 pm
ISP
-
MCO
Nonstop3h 04m
Frontier
Thu 2/2611:55 am
MCO
-
ISP
Nonstop2h 44m
Frontier
Deal found 2/7$98
This Super.com deal was found by Cheapflights users on 2/8. 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.
Fri 4/244:07 pm
ISP
-
MCO
Nonstop3h 00m
Frontier
Mon 4/276:30 am
MCO
-
ISP
Nonstop2h 43m
Frontier
Deal found 2/8$101
This Cheapflightsfares deal was found by Cheapflights users on 2/8. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/273:34 pm
ISP
-
MCO
Nonstop3h 04m
Frontier
Mon 3/25:01 am
MCO
-
ISP
Nonstop2h 37m
Frontier
Deal found 2/8$102
This Kiwi.com deal was found by Cheapflights users on 2/7. 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 2/203:34 pm
ISP
-
MCO
Nonstop3h 04m
Frontier
Wed 2/256:00 am
MCO
-
ISP
Nonstop2h 40m
Frontier
Deal found 2/7$105
This Priceline deal was found by Cheapflights users on 2/6. 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 2/233:59 pm
ISP
-
MCO
Nonstop3h 04m
Multiple Airlines
Fri 2/277:05 am
MCO
-
ISP
1 stop6h 26m
Multiple Airlines
Deal found 2/6$107
This CheapOair deal was found by Cheapflights users on 2/7. 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.
Sun 3/18:33 am
ISP
-
MCO
Nonstop3h 08m
Multiple Airlines
Tue 3/316:30 am
MCO
-
ISP
Nonstop2h 39m
Multiple Airlines
Deal found 2/7$108
This Kiwi.com deal was found by Cheapflights users on 2/7. 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.
Sun 3/15:51 pm
ISP
-
MCO
Nonstop3h 04m
Multiple Airlines
Fri 3/67:05 am
MCO
-
ISP
1 stop6h 26m
Multiple Airlines
Deal found 2/7$109
This Priceline deal was found by Cheapflights users on 2/7. 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.
Fri 2/208:33 am
ISP
-
MCO
Nonstop3h 08m
Multiple Airlines
Fri 2/277:05 am
MCO
-
ISP
1 stop6h 26m
Multiple Airlines
Deal found 2/7$112
This CheapOair deal was found by Cheapflights users on 2/5. 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.
Sat 2/2812:01 pm
ISP
-
MCO
Nonstop2h 59m
Multiple Airlines
Tue 3/36:10 am
MCO
-
ISP
Nonstop2h 37m
Multiple Airlines
Deal found 2/5$113

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 February 9, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$96
(Super.com)

One-way from

$33
(CheapOair)

Popular in

April

Cheapest in

September

Average price

$240
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, 0% 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 February 2026
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 February 9, 2026.
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

Fri 2/20

2:31 pm-10:37 pm

1 stop8h 06m

Orlando

Fri 2/27

7:05 am-1:31 pm

1 stop6h 26m

$134

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Tue 2/24

9:39 am-12:40 pm

Nonstop3h 01m

Orlando

Thu 3/19

6:15 am-8:55 am

Nonstop2h 40m

$157

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Tue 2/24

9:39 am-12:40 pm

Nonstop3h 01m

Orlando

Wed 3/18

6:15 am-8:55 am

Nonstop2h 40m

$157

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Mon 2/23

9:30 am-12:31 pm

Nonstop3h 01m

Orlando

Wed 3/18

6:15 am-8:55 am

Nonstop2h 40m

$157

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Mon 2/23

9:30 am-12:31 pm

Nonstop3h 01m

Orlando

Sat 3/21

6:15 am-8:55 am

Nonstop2h 40m

$157

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Sat 2/21

9:29 am-12:30 pm

Nonstop3h 01m

Orlando

Wed 3/18

6:15 am-8:55 am

Nonstop2h 40m

$157

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Tue 3/24

9:45 am-12:40 pm

Nonstop2h 55m

Orlando

Thu 3/26

6:15 am-8:55 am

Nonstop2h 40m

$172

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Wed 3/25

6:10 am-9:00 am

Nonstop2h 50m

Orlando

Mon 3/30

8:00 pm-10:40 pm

Nonstop2h 40m

$182

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Fri 2/20

9:29 am-12:30 pm

Nonstop3h 01m

Orlando

Sat 3/21

6:15 am-8:55 am

Nonstop2h 40m

$182

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Sat 3/21

9:45 am-12:40 pm

Nonstop2h 55m

Orlando

Tue 3/24

6:15 am-8:55 am

Nonstop2h 40m

$187

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/6

Showing 1-10 of 22 results
1
2
3

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 February 6, 2026.

Booking 76 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, March is the cheapest month in which you can book a flight from Islip, New York to Kissimmee (average of $38). 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 February 9, 2026.

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 in the afternoon, which can drop the price by up to 30% versus a flight at noon.

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 February 7, 2026.

Travelers seeking maximum savings on their Islip, New York to Kissimmee flight should consider departing on Sunday mornings 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 February 9, 2026.
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
8.0
Very good
4,281 reviews

Overall

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

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
8.0
Very good
4,281 reviews
Southwest
8.0
Very good
4,281 reviews

Overall

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

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
2,895 reviews
Southwest
8.0
Very good
4,281 reviews

Overall

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

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
8,431 reviews
Southwest
8.0
Very good
4,281 reviews

Overall

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

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
5.7
Fair
3,051 reviews
Southwest
8.0
Very good
4,281 reviews

Overall

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

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 2 outbound flights to Kissimmee per day. You should also have plenty of airline options to choose from since 7 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 01m. Breeze Airways provides one of the quickest options available for as low as $157. 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 $29. 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 JetBlue (75%), Frontier (74%) or Southwest (61%) 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 $192 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 $61.

  • 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, March is the cheapest month in which you can book a flight from Islip, New York to Kissimmee (average of $38). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Islip to Kissimmee

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Miami flights
John F Kennedy Intl to Fort Lauderdale flights
Newark to Fort Lauderdale flights
Newark to Miami flights
LaGuardia to Miami flights
LaGuardia to Fort Lauderdale flights
John F Kennedy Intl to Orlando flights
Newark to West Palm Beach flights
John F Kennedy Intl to West Palm Beach flights
Newark to Orlando flights
LaGuardia to Orlando flights
John F Kennedy Intl to Tampa flights
Newark to Tampa flights
LaGuardia to Tampa flights
LaGuardia to West Palm Beach flights
Newark to Fort Myers flights
John F Kennedy Intl to Fort Myers flights
Newark to Sarasota flights
John F Kennedy Intl to Sarasota flights
White Plains to Orlando flights
LaGuardia to Fort Myers flights
John F Kennedy Intl to Jacksonville flights
LaGuardia to Sarasota flights
Buffalo to Orlando flights
Newark to Jacksonville flights
White Plains to Fort Lauderdale flights
Stewart to Fort Lauderdale flights
White Plains to Tampa flights
Syracuse to Orlando flights
Newark to Key West flights
Albany to Orlando flights
White Plains to Miami flights
Buffalo to Tampa flights
White Plains to West Palm Beach flights
LaGuardia to Jacksonville flights
Stewart to Orlando flights
Rochester to Orlando flights
Buffalo to Fort Lauderdale flights
Islip to Orlando flights
White Plains to Fort Myers flights
Islip to West Palm Beach flights
John F Kennedy Intl to Key West flights
LaGuardia to Key West flights
Stewart to St Petersburg flights
Islip to Fort Lauderdale flights
John F Kennedy Intl to Daytona Beach flights
Albany to Fort Lauderdale flights
Islip to Tampa flights
Albany to Tampa flights
Newark to Daytona Beach flights

Top 7 airlines flying from Islip to Kissimmee

Discover the top 7 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 February 9, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$50Average$189FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$54Average$191FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$59Average$80FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$69Average$177FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$82Average$241FlexibilityNo cancel feeOn-time62%
DeltaCheapest$117Average$157FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$147Average$336FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.