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Kissimmee

$54+ Cheap flights from Islip (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 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — MCO
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheapflights Tip: The best prices from Islip Long Island to Kissimmee are usually found in October or September, booked 33 days in advance, depart on a Tuesday or Saturday and return on a Wednesday

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 September 17, 2025.

Round-trip from

$75
(Cheapflightsfares)

One-way from

$54
(Cheapflightsfares)

Popular in

April

Cheapest in

October

Average price

$167
From Islip Long Island to Kissimmee
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One-way flight from Islip Long Island to Kissimmee
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Highest demand for flights based on searches. 0% potential increase in price ($1 potential increase over avg. RT price).
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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 September 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 September 17, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/149:37 pmISP - MCO
Nonstop2h 55mFrontier
Thu 10/166:05 pmMCO - ISP
Nonstop2h 37mFrontier
Deal found 9/16$75
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/129:47 pmISP - MCO
Nonstop2h 55mFrontier
Thu 10/166:05 pmMCO - ISP
Nonstop2h 37mFrontier
Deal found 9/15$83
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/14:58 pmISP - MCO
Nonstop2h 54mFrontier
Sat 11/88:00 amMCO - ISP
Nonstop2h 37mFrontier
Deal found 9/16$88
This Cheapflightsfares deal was found by Cheapflights users on 9/17. 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.
Sat 10/114:58 pmISP - MCO
Nonstop2h 54mFrontier
Fri 10/178:00 amMCO - ISP
Nonstop2h 37mFrontier
Deal found 9/17$92
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/275:05 pmISP - MCO
Nonstop2h 56mFrontier
Sat 10/48:15 amMCO - ISP
Nonstop2h 40mFrontier
Deal found 9/16$94
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/111:35 amISP - MCO
Nonstop2h 57mFrontier
Wed 10/88:20 amMCO - ISP
Nonstop2h 37mFrontier
Deal found 9/15$99
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/3011:25 amISP - MCO
Nonstop2h 57mFrontier
Wed 10/18:00 amMCO - ISP
Nonstop2h 40mFrontier
Deal found 9/15$101
This CheapOair deal was found by Cheapflights users on 9/16. 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.
Mon 9/295:05 pmISP - MCO
Nonstop2h 56mFrontier
Fri 10/38:00 amMCO - ISP
Nonstop2h 40mFrontier
Deal found 9/16$102
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/254:58 pmISP - MCO
Nonstop2h 54mFrontier
Wed 10/298:00 amMCO - ISP
Nonstop2h 37mFrontier
Deal found 9/16$106
This Frontier deal was found by Cheapflights users on 9/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/295:05 pmISP - MCO
Nonstop2h 56mFrontier
Fri 11/711:12 amMCO - ISP
Nonstop2h 40mFrontier
Deal found 9/15$107
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/169:37 pmISP - MCO
Nonstop2h 55mFrontier
Fri 10/178:00 amMCO - ISP
Nonstop2h 37mFrontier
Deal found 9/15$108

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 September 17, 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

Mon 11/10

10:44 am-1:33 pm

Nonstop2h 49m

Orlando

Mon 11/17

7:15 am-9:55 am

Nonstop2h 40m

$131

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Mon 10/6

5:30 am-10:50 am

1 stop5h 20m

Orlando

Sat 10/11

8:40 am-11:10 am

Nonstop2h 30m

$141

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Fri 10/24

11:35 am-6:25 pm

1 stop6h 50m

Orlando

Mon 10/27

6:25 am-11:50 am

1 stop5h 25m

$151

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Wed 10/29

4:55 pm-11:20 pm

1 stop6h 25m

Orlando

Mon 11/3

6:30 am-12:15 pm

1 stop5h 45m

$151

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Sat 10/25

3:10 pm-8:10 pm

1 stop5h 00m

Orlando

Wed 10/29

6:30 am-12:25 pm

1 stop5h 55m

$151

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Sat 9/27

5:05 pm-8:01 pm

Nonstop2h 56m

Orlando

Sat 10/11

8:00 am-10:37 am

Nonstop2h 37m

$153

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Tue 9/30

4:19 pm-7:07 pm

Nonstop2h 48m

Orlando

Thu 10/2

1:23 pm-4:08 pm

Nonstop2h 45m

$159

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Mon 10/13

4:58 pm-7:52 pm

Nonstop2h 54m

Orlando

Thu 10/30

3:05 pm-5:42 pm

Nonstop2h 37m

$161

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Wed 12/3

3:55 pm-10:25 pm

1 stop6h 30m

Orlando

Sat 12/6

8:50 am-11:20 am

Nonstop2h 30m

$167

IslipOrlando

ISP - MCO

ISPMCO

Islip Long Island

Wed 11/5

10:44 am-1:33 pm

Nonstop2h 49m

Orlando

Sun 11/9

7:15 am-9:55 am

Nonstop2h 40m

$172

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 20 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 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 September 12, 2025.

The best time to book flights from Islip to Kissimmee is 33 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, May is the cheapest month in which you can book a flight from Islip to Kissimmee (average of $206). Flying from Islip to Kissimmee in November is currently the most expensive (average of $289). 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 September 17, 2025.

When flying from Islip to Kissimmee, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from Islip to Kissimmee?

Use this chart to determine the cheapest time to fly round-trip from Islip to Kissimmee. Price data was last updated on September 14, 2025.

Travelers seeking maximum savings on their Islip to Kissimmee flight should consider departing on Wednesday 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.

Weekly flight availability from Islip 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 September 17, 2025.

The most flights from ISP to K1S are scheduled on a Wednesday (5 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 September 17, 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
4,242 reviews

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

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
2,914 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

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
8,023 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

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
3,173 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

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 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 to Kissimmee?

    For as low as $131, JetBlue can have you in Kissimmee from Islip in 2h 49m. The distance between Islip and Kissimmee is about 971 mi. This flight may include one or multiple stops.

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

    No one likes to see their flight delayed. When booking a flight from Islip to Kissimmee consider choosing Southwest (62%), JetBlue (60%) or Frontier (51%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Islip to Kissimmee?

    On average you can expect to pay $143 for a flight from Islip to Kissimmee. The cheapest flight overall is $39 while the most popular route, (Islip Long Island - Orlando) is currently priced at $38.

  • 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 to Kissimmee?

    Currently, May is the cheapest month in which you can book a flight from Islip to Kissimmee (average of $206). Flying from Islip to Kissimmee in November is currently the most expensive (average of $289). 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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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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$59Average$220FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$69Average$177FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$93Average$224FlexibilityNo cancel feeOn-time62%
DeltaCheapest$132Average$187FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$145Average$261FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$167Average$349FlexibilityNo cancel feeOn-time63%

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