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Kissimmee

$49+ 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 9/2. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — MCO
Jun 20 — Jun 271
Sat 6/20
Sat 6/27
1 adult, Economy
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Cheapflights Tip: The best prices from Islip Long Island to Kissimmee are usually found in September or October, booked 68 days in advance, depart on a Wednesday or Tuesday and return on a Friday

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 May 21, 2026.

This CheapOair deal was found by Cheapflights users on 5/20. 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.
Thu 6/189:52 pm
ISP
-
MCO
Nonstop3h 00m
Frontier
Mon 6/226:04 pm
MCO
-
ISP
Nonstop2h 53m
Frontier
Deal found 5/20$128
This Frontier deal was found by Cheapflights users on 5/19. 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 6/26:02 pm
ISP
-
MCO
Nonstop3h 04m
Frontier
Mon 6/87:23 am
MCO
-
ISP
Nonstop2h 42m
Frontier
Deal found 5/19$129
This Priceline deal was found by Cheapflights users on 5/20. 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.
Wed 6/311:57 am
ISP
-
MCO
1 stop5h 05m
Multiple Airlines
Sat 6/67:33 am
MCO
-
ISP
Nonstop2h 42m
Multiple Airlines
Deal found 5/20$137
This FlightHub deal was found by Cheapflights users on 5/18. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/210:48 am
ISP
-
MCO
Nonstop2h 55m
Frontier
Sun 9/67:15 am
MCO
-
ISP
Nonstop2h 48m
Frontier
Deal found 5/18$138
This Cheapflightsfares deal was found by Cheapflights users on 5/18. 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 6/269:52 pm
ISP
-
MCO
Nonstop3h 00m
Frontier
Thu 7/27:15 am
MCO
-
ISP
Nonstop2h 48m
Frontier
Deal found 5/18$141
This Super.com deal was found by Cheapflights users on 5/21. 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 6/199:52 pm
ISP
-
MCO
Nonstop3h 00m
Frontier
Thu 6/256:04 pm
MCO
-
ISP
Nonstop2h 53m
Frontier
Deal found 5/21$142
This Expedia deal was found by Cheapflights users on 5/19. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/311:57 am
ISP
-
MCO
1 stop12h 02m
Multiple Airlines
Sun 6/286:04 pm
MCO
-
ISP
Nonstop2h 53m
Multiple Airlines
Deal found 5/19$143
This Expedia deal was found by Cheapflights users on 5/20. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1011:57 am
ISP
-
MCO
1 stop12h 02m
Multiple Airlines
Sat 6/136:04 pm
MCO
-
ISP
Nonstop2h 53m
Multiple Airlines
Deal found 5/20$145
This Expedia deal was found by Cheapflights users on 5/19. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/3011:57 am
ISP
-
MCO
1 stop12h 02m
Multiple Airlines
Tue 6/22:33 pm
MCO
-
ISP
Nonstop2h 44m
Multiple Airlines
Deal found 5/19$146
This Kiwi.com deal was found by Cheapflights users on 5/19. 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 6/219:52 pm
ISP
-
MCO
Nonstop3h 00m
Frontier
Wed 6/246:04 pm
MCO
-
ISP
Nonstop2h 53m
Frontier
Deal found 5/19$148
This Kiwi.com deal was found by Cheapflights users on 5/20. 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 6/109:52 pm
ISP
-
MCO
Nonstop3h 00m
Multiple Airlines
Tue 6/168:00 am
MCO
-
ISP
1 stop10h 38m
Multiple Airlines
Deal found 5/20$150
This Priceline deal was found by Cheapflights users on 5/19. 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 6/122:28 pm
ISP
-
MCO
1 stop7h 57m
Multiple Airlines
Sat 6/136:04 pm
MCO
-
ISP
Nonstop2h 53m
Multiple Airlines
Deal found 5/19$152

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 May 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$128
(Frontier)

One-way from

$49
(Cheapflightsfares)

Popular in

April

Cheapest in

September

Average price

$257
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
Highest demand for flights based on searches. 17% potential increase in price ($49 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 21, 2026.
Use the filters below to find and compare flights from Islip to Kissimmee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Fri 6/12

2:28 pm-10:25 pm

1 stop7h 57m

Orlando

Tue 6/16

8:00 am-6:38 pm

1 stop10h 38m

$218

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Fri 9/4

2:28 pm-10:25 pm

1 stop7h 57m

Orlando

Mon 9/7

7:00 am-1:28 pm

1 stop6h 28m

$222

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Sat 6/6

11:57 am-11:59 pm

1 stop12h 02m

Orlando

Wed 6/10

7:00 am-11:17 am

1 stop4h 17m

$228
Quickest round-trip

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Wed 6/10

6:25 am-9:00 am

Nonstop2h 35m

Orlando

Mon 6/15

8:55 pm-11:40 pm

Nonstop2h 45m

$247

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Fri 7/24

6:05 pm-8:55 pm

Nonstop2h 50m

Orlando

Tue 7/28

7:55 pm-10:35 pm

Nonstop2h 40m

$247

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Mon 6/1

2:28 pm-10:25 pm

1 stop7h 57m

Orlando

Fri 7/31

7:00 am-1:28 pm

1 stop6h 28m

$248

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Tue 6/16

6:25 am-9:00 am

Nonstop2h 35m

Orlando

Tue 6/23

9:45 am-4:00 pm

2 stops6h 15m

$252

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Sat 8/15

3:15 pm-8:05 pm

1 stop4h 50m

Orlando

Sun 8/16

10:20 am-5:30 pm

1 stop7h 10m

$277

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Sat 6/27

11:57 am-11:59 pm

1 stop12h 02m

Orlando

Sat 7/4

7:20 am-1:33 pm

1 stop6h 13m

$280

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Fri 6/5

5:50 pm-12:45 am

1 stop6h 55m

Orlando

Tue 6/9

9:45 am-4:00 pm

2 stops6h 15m

$282

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/18

Showing 1-10 of 22 resultsSorted by cheapest first
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

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 May 21, 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 26% versus a flight at noon.

How much does it cost to fly round-trip from Islip, New York to Kissimmee?

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 May 16, 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.

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 May 21, 2026.
Read through reviews of airlines operating flights from Islip to Kissimmee, such as Southwest,JetBlue, andSpirit Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,281 reviews

Food

7.0

Overall

7.9

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
7.9
Good
4,281 reviews
Southwest
7.9
Good
4,281 reviews

Food

7.0

Overall

7.9

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
JetBlue
7.2
Good
2,982 reviews
Southwest
7.9
Good
4,281 reviews

Food

7.0

Overall

7.9

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Spirit Airlines
6.2
Okay
Southwest
7.9
Good
4,281 reviews

Food

7.0

Overall

7.9

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Frontier
5.7
Fair
2,945 reviews
Southwest
7.9
Good
4,281 reviews

Food

7.0

Overall

7.9

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 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 2h 35m. Breeze Airways provides one of the quickest options available for as low as $247. 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 Volaris (85%), Frontier (71%) or Southwest (70%) 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 $219 for a flight from Islip, New York to Kissimmee. The cheapest flight overall is $47 while the most popular route, (Islip Long Island - Orlando) is currently priced at $98.

  • 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.

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 May 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$58Average$204FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$59Average$80FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$69Average$177FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$74Average$211FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$99Average$262FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$152Average$351FlexibilityNo cancel feeOn-time63%

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