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Kissimmee

Cheap flights from Islip, NY (ISP) to Kissimmee, FL

ISP — MCO
Nov 24 — Dec 11
Tue 11/24
Tue 12/1
1 adult, Economy
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Cheapflights Tip: The best prices from Islip Long Island to Kissimmee are usually found in January or March, booked 84 days in advance, depart on a Wednesday or Saturday and return on a Wednesday

Find flight deals from Islip to Kissimmee

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

April

Cheapest in

January

Average price

$278
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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Highest demand for flights based on searches. 4% potential increase in price ($13 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in October 2026
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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?

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 morning, which can drop the price by up to 26% versus a flight at noon.

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

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. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Kissimmee

Read through reviews of airlines operating flights from Islip to Kissimmee, such as Breeze Airways,Southwest, andJetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.2
Very good
324 reviews

Comfort

8.2

Food

6.7

Crew

8.8

Overall

8.2

Entertainment

6.8

Boarding

8.4

Reviews

1 / 18
10.0
Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.
Breeze Airways
8.2
Very good
324 reviews
Breeze Airways
8.2
Very good
324 reviews

Comfort

8.2

Food

6.7

Crew

8.8

Overall

8.2

Entertainment

6.8

Boarding

8.4

Reviews

1 / 18
10.0
Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.
Southwest
7.9
Good
4,221 reviews
Breeze Airways
8.2
Very good
324 reviews

Comfort

8.2

Food

6.7

Crew

8.8

Overall

8.2

Entertainment

6.8

Boarding

8.4

Reviews

1 / 18
10.0
Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.
JetBlue
7.1
Good
3,064 reviews
Breeze Airways
8.2
Very good
324 reviews

Comfort

8.2

Food

6.7

Crew

8.8

Overall

8.2

Entertainment

6.8

Boarding

8.4

Reviews

1 / 18
10.0
Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.
Frontier
5.5
Fair
2,518 reviews
Breeze Airways
8.2
Very good
324 reviews

Comfort

8.2

Food

6.7

Crew

8.8

Overall

8.2

Entertainment

6.8

Boarding

8.4

Reviews

1 / 18
10.0
Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.

Related info for your journey

  • 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 5 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.

  • 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 $34. However, be on the lookout for offers from Breeze Airways and Southwest, 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 Frontier (80%), Volaris (80%) or JetBlue (76%) 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 $325 for a flight from Islip, New York to Kissimmee. The cheapest flight overall is $110 while the most popular route, (Islip Long Island - Orlando) is currently priced at $150.

  • 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

Browse thousands of different options on Cheapflights for your next trip

Top 5 airlines flying from Islip to Kissimmee

AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$58Average$243FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$98Average$224FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$103Average$199FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$127Average$307FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$185Average$391FlexibilityNo cancel feeOn-time63%

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