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Kissimmee

$86+ Cheap flights from Kissimmee

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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — EWR
Aug 21 — Aug 281
Fri 8/21
Fri 8/28
1 adult, Economy
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Find flights from Kissimmee within your budget

 
Find flights departing from Kissimmee that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on July 22, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OrlandoNew York

MCO - JFK

MCOJFK

Orlando

Wed 9/23

6:00 am-8:32 am

Nonstop2h 32m

New York John F Kennedy Intl

Tue 9/29

3:10 pm-6:20 pm

Nonstop3h 10m

$199

OrlandoNew York

MCO - JFK

MCOJFK

Orlando

Wed 9/30

3:41 pm-6:45 pm

Nonstop3h 04m

New York John F Kennedy Intl

Sat 10/3

7:10 am-10:10 am

Nonstop3h 00m

$199

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Thu 8/13

3:18 pm-7:53 pm

1 stop5h 35m

Chicago O'Hare Intl

Mon 8/17

5:13 pm-9:25 pm

Nonstop3h 12m

$200

OrlandoNew York

MCO - LGA

MCOLGA

Orlando

Sat 9/12

7:00 am-9:38 am

Nonstop2h 38m

New York LaGuardia

Mon 9/14

7:55 pm-10:49 pm

Nonstop2h 54m

$202

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Fri 8/14

5:24 pm-8:02 am

1 stop15h 38m

Chicago O'Hare Intl

Mon 8/17

7:05 am-7:57 pm

1 stop11h 52m

$207

OrlandoNewark

MCO - EWR

MCOEWR

Orlando

Tue 8/11

7:00 am-12:18 pm

1 stop5h 18m

Newark

Sun 8/16

2:30 pm-7:04 pm

1 stop4h 34m

$207

OrlandoNew York

MCO - LGA

MCOLGA

Orlando

Wed 9/30

4:00 pm-11:00 pm

1 stop7h 00m

New York LaGuardia

Tue 10/6

7:15 am-2:45 pm

2 stops7h 30m

$212

OrlandoNew York

MCO - JFK

MCOJFK

Orlando

Fri 9/11

6:45 pm-9:25 pm

Nonstop2h 40m

New York John F Kennedy Intl

Mon 9/14

12:30 pm-3:24 pm

Nonstop2h 54m

$216

OrlandoNew York

MCO - JFK

MCOJFK

Orlando

Tue 10/13

7:20 am-9:58 am

Nonstop2h 38m

New York John F Kennedy Intl

Thu 10/15

7:15 am-10:15 am

Nonstop3h 00m

$217

OrlandoNewark

MCO - EWR

MCOEWR

Orlando

Fri 9/25

4:08 pm-11:15 pm

1 stop7h 07m

Newark

Tue 9/29

7:00 am-12:58 pm

1 stop5h 58m

$217

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/21

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Kissimmee

Have a flexible travel schedule? Discover the best time to fly from Kissimmee 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.

Travel insights for flights from Kissimmee

Get recent, data-driven insights about flights from Kissimmee including ideal travel times, pricing trends, and more.

Which airlines fly from Kissimmee?

For flights departing from Kissimmee check dates and pricing for the following: United Airlines, JetBlue, Frontier, Breeze Airways, American Airlines. These airlines depart to the following popular destinations: New York.

Frontier
Frontier
From $40
JetBlue
JetBlue
From $51
Delta
Delta
From $68
United Airlines
United Airlines
From $66

When is the cheapest time to fly from Kissimmee?

Use this chart to determine the cheapest time to fly round-trip from Kissimmee to Newark. Price data was last updated on July 18, 2026.

Those who are seeking the cheapest fare on flights departing from Kissimmee would be wise to consider leaving during Friday evenings when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Sunday afternoons when fares are usually the most expensive.

Airline reviews for flights from Kissimmee

Read reviews and ratings of airlines operating flights from Kissimmee. Gain insights into the quality of service, in-flight amenities, customer experiences, and overall satisfaction to choose the best airline for your Kissimmee travel. Please note that the reviews are sourced from user searches and were last updated on July 22, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.
Read through reviews of airlines servicing Kissimmee, such as Breeze Airways,United Airlines, andAmerican Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.2
Very good
300 reviews

Boarding

8.3

Crew

8.8

Food

6.7

Comfort

8.2

Overall

8.2

Entertainment

6.7

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Breeze Airways
8.2
Very good
300 reviews
Breeze Airways
8.2
Very good
300 reviews

Boarding

8.3

Crew

8.8

Food

6.7

Comfort

8.2

Overall

8.2

Entertainment

6.7

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
United Airlines
7.4
Good
10,021 reviews
Breeze Airways
8.2
Very good
300 reviews

Boarding

8.3

Crew

8.8

Food

6.7

Comfort

8.2

Overall

8.2

Entertainment

6.7

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
American Airlines
7.1
Good
11,832 reviews
Breeze Airways
8.2
Very good
300 reviews

Boarding

8.3

Crew

8.8

Food

6.7

Comfort

8.2

Overall

8.2

Entertainment

6.7

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
JetBlue
7.1
Good
3,019 reviews
Breeze Airways
8.2
Very good
300 reviews

Boarding

8.3

Crew

8.8

Food

6.7

Comfort

8.2

Overall

8.2

Entertainment

6.7

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Frontier
5.6
Fair
2,770 reviews
Breeze Airways
8.2
Very good
300 reviews

Boarding

8.3

Crew

8.8

Food

6.7

Comfort

8.2

Overall

8.2

Entertainment

6.7

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.

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Related info for your journey

Access useful and relevant information related to your journey from Kissimmee. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated July 22, 2026.

  • What is the cheapest airport to fly out of Kissimmee?

    Valencia airport offers the cheapest routes to New York, from $18; whereas Istanbul airport is typically cheaper if you're flying to Baltimore, from $23. It's best to make sure you are flexible on dates to find the cheapest possible flight options for your journey.

  • Where are the cheapest places to fly to from Kissimmee?

    Check out the cheapest flights from Kissimmee to embark to:
    Fly from Valencia to Ibiza from $18 round trip
    Fly from Istanbul to Ankara from $23 round trip
    Fly from Cheongju to Jeju City from $24 round trip
    Fly from Medellín to Cartagena from $26 round trip
    Fly from Medellín to Santa Marta from $26 round trip

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