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Kissimmee

$40+ 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 12/18. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — MCO
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
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 33 days in advance, depart on a Tuesday or Wednesday and return on a Friday

Cheap flight deals from Islip to Kissimmee

Keep the following information in mind while searching for Islip to Kissimmee flight deals. Data was last updated November 3, 2025.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$78
(CheapOair)

One-way from

$40
(CheapOair)

Popular in

April

Cheapest in

September

Average price

$254
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 Islip Long Island to Kissimmee
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One-way flight from Islip Long Island to Kissimmee
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High demand for flights, 1% potential price rise
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Cheapest flight prices on average. 3% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find 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 November 3, 2025.

This CheapOair deal was found by Cheapflights users on 10/31. 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 11/144:58 pmISP - MCO
Nonstop2h 54mFrontier
Tue 11/183:05 pmMCO - ISP
Nonstop2h 37mFrontier
Deal found 10/31$78
This CheapOair deal was found by Cheapflights users on 10/31. 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 11/144:58 pmISP - MCO
Nonstop2h 54mFrontier
Fri 11/218:00 amMCO - ISP
Nonstop2h 37mFrontier
Deal found 10/31$79
This Cheapflightsfares deal was found by Cheapflights users on 10/31. 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.
Tue 12/98:29 pmISP - MCO
Nonstop3h 05mFrontier
Sat 12/136:32 amMCO - ISP
Nonstop2h 41mFrontier
Deal found 10/31$80
This CheapOair deal was found by Cheapflights users on 10/31. 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 11/144:58 pmISP - MCO
Nonstop2h 54mFrontier
Sat 11/225:30 amMCO - ISP
Nonstop2h 32mFrontier
Deal found 10/31$83
This CheapOair deal was found by Cheapflights users on 11/2. 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 12/2110:30 amMCO - ISP
Nonstop2h 39mFrontier
Deal found 11/2$84
This Southwest deal was found by Cheapflights users on 11/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/113:40 pmISP - MCO
Nonstop2h 55mSouthwest
Thu 12/187:45 amMCO - ISP
Nonstop2h 30mSouthwest
Deal found 11/3$91
This CheapOair deal was found by Cheapflights users on 11/3. 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 12/19:02 amISP - MCO
Nonstop3h 01mFrontier
Sat 12/66:32 amMCO - ISP
Nonstop2h 41mFrontier
Deal found 11/3$93
This CheapOair deal was found by Cheapflights users on 11/3. 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 11/116:27 pmISP - MCO
Nonstop2h 54mFrontier
Wed 11/198:00 amMCO - ISP
Nonstop2h 37mFrontier
Deal found 11/3$94
This Priceline deal was found by Cheapflights users on 11/2. 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.
Thu 12/1812:20 pmISP - MCO
Nonstop2h 57mFrontier
Mon 12/225:01 pmMCO - ISP
Nonstop2h 39mFrontier
Deal found 11/2$95
This Priceline deal was found by Cheapflights users on 11/1. 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.
Sun 11/1611:40 amISP - MCO
1 stop6h 46mMultiple Airlines
Wed 11/198:00 amMCO - ISP
Nonstop2h 37mMultiple Airlines
Deal found 11/1$99
This Southwest deal was found by Cheapflights users on 11/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/156:15 amISP - MCO
Nonstop3h 00mSouthwest
Fri 12/196:45 pmMCO - ISP
1 stop5h 10mSouthwest
Deal found 11/2$101

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 November 3, 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

Sat 1/24

7:40 am-10:50 am

Nonstop3h 10m

Orlando

Thu 1/29

12:00 pm-2:35 pm

Nonstop2h 35m

$91

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Fri 11/21

5:30 pm-11:10 pm

1 stop5h 40m

Orlando

Fri 11/28

8:00 am-10:30 am

Nonstop2h 30m

$101

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Mon 2/2

6:00 am-1:30 pm

1 stop7h 30m

Orlando

Sat 2/7

9:00 am-11:35 am

Nonstop2h 35m

$101

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Fri 12/12

8:29 pm-11:34 pm

Nonstop3h 05m

Orlando

Sun 12/14

7:40 am-10:20 am

Nonstop2h 40m

$105

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Thu 11/27

12:35 pm-8:15 pm

1 stop7h 40m

Orlando

Wed 12/3

6:30 am-12:15 pm

1 stop5h 45m

$111

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Mon 12/15

5:40 am-12:00 pm

1 stop6h 20m

Orlando

Fri 12/19

6:45 pm-11:55 pm

1 stop5h 10m

$111

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Sun 11/16

11:05 am-3:50 pm

1 stop4h 45m

Orlando

Tue 11/18

6:30 am-12:15 pm

1 stop5h 45m

$111

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Mon 12/1

5:50 pm-11:55 pm

1 stop6h 05m

Orlando

Mon 12/8

10:40 am-8:55 pm

1 stop10h 15m

$116

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Sat 1/24

7:40 am-10:50 am

Nonstop3h 10m

$46

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Tue 1/27

9:40 am-12:41 pm

Nonstop3h 01m

$46

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

Showing 1-10 of 16 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 October 31, 2025.

Booking 33 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 November 3, 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 26% 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 November 2, 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. Tuesday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Islip, New York to Kissimmee

Explore weekly flight availability from Islip 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 November 3, 2025.

The most flights from ISP to K1S are scheduled on a Monday (4 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 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 November 3, 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
8.0
Very good
4,237 reviews

Entertainment

7.5

Food

7.0

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,237 reviews
Southwest
8.0
Very good
4,237 reviews

Entertainment

7.5

Food

7.0

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
JetBlue
7.2
Good
2,907 reviews
Southwest
8.0
Very good
4,237 reviews

Entertainment

7.5

Food

7.0

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,114 reviews
Southwest
8.0
Very good
4,237 reviews

Entertainment

7.5

Food

7.0

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,116 reviews
Southwest
8.0
Very good
4,237 reviews

Entertainment

7.5

Food

7.0

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 3 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 3h 10m. Southwest provides one of the quickest options available for as low as $91. There are 971 mi between Islip, New York and Kissimmee. All flights are typically nonstop.

  • 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 (80%), Frontier (78%) or Southwest (74%) 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 $186 for a flight from Islip, New York to Kissimmee. The cheapest flight overall is $31 while the most popular route, (Islip Long Island - Orlando) is currently priced at $58.

  • 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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$62Average$194FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$69Average$148FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$95Average$237FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$121Average$219FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$137Average$187FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$162Average$347FlexibilityNo cancel feeOn-time63%

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