HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Kissimmee

$68+ 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 7/14. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — EWR
Jul 4 — Jul 111
Sat 7/4
Sat 7/11
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

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 June 4, 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

OrlandoNewark

MCO - EWR

MCOEWR

Orlando

Mon 7/20

11:25 am-7:33 pm

1 stop8h 08m

Newark

Tue 8/4

6:59 pm-12:24 am

1 stop5h 25m

$187

OrlandoNewark

MCO - EWR

MCOEWR

Orlando

Wed 8/26

4:05 pm-11:25 pm

1 stop7h 20m

Newark

Wed 9/2

3:20 pm-11:06 pm

1 stop7h 46m

$187

OrlandoNewark

MCO - EWR

MCOEWR

Orlando

Tue 8/11

10:05 am-3:24 pm

1 stop5h 19m

Newark

Wed 8/19

7:05 am-1:00 pm

1 stop5h 55m

$187

OrlandoNew York

MCO - LGA

MCOLGA

Orlando

Tue 7/14

8:25 am-1:40 pm

1 stop5h 15m

New York LaGuardia

Wed 7/15

8:55 am-6:05 pm

2 stops9h 10m

$188

OrlandoNew York

MCO - LGA

MCOLGA

Orlando

Tue 7/21

6:35 am-3:45 pm

1 stop9h 10m

New York LaGuardia

Tue 7/28

6:30 am-4:00 pm

2 stops9h 30m

$192

OrlandoNew York

MCO - LGA

MCOLGA

Orlando

Wed 7/8

11:40 am-6:55 pm

1 stop7h 15m

New York LaGuardia

Tue 7/14

8:55 am-6:05 pm

2 stops9h 10m

$192

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Sat 10/3

7:45 pm-10:51 pm

Nonstop3h 06m

Boston Logan Intl

Tue 10/6

2:00 pm-8:56 pm

1 stop6h 56m

$207

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Wed 9/16

7:05 am-10:15 am

Nonstop3h 10m

Boston Logan Intl

Tue 9/22

9:10 am-2:55 pm

1 stop5h 45m

$207

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Wed 9/30

11:23 am-2:29 pm

Nonstop3h 06m

Boston Logan Intl

Wed 10/7

7:05 am-1:24 pm

1 stop6h 19m

$207
Quickest round-trip

OrlandoHouston

MCO - HOU

MCOHOU

Orlando

Tue 7/28

7:10 pm-8:30 pm

Nonstop2h 20m

Houston Hobby

Tue 8/4

6:20 pm-9:40 pm

Nonstop2h 20m

$209

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/30

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
6

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 $39
JetBlue
JetBlue
From $51
Delta
Delta
From $68
American Airlines
American Airlines
From $94

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 May 30, 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 June 4, 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
288 reviews

Comfort

8.2

Food

6.7

Entertainment

6.7

Overall

8.2

Boarding

8.3

Crew

8.7

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
288 reviews
Breeze Airways
8.2
Very good
288 reviews

Comfort

8.2

Food

6.7

Entertainment

6.7

Overall

8.2

Boarding

8.3

Crew

8.7

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
9,774 reviews
Breeze Airways
8.2
Very good
288 reviews

Comfort

8.2

Food

6.7

Entertainment

6.7

Overall

8.2

Boarding

8.3

Crew

8.7

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
11,640 reviews
Breeze Airways
8.2
Very good
288 reviews

Comfort

8.2

Food

6.7

Entertainment

6.7

Overall

8.2

Boarding

8.3

Crew

8.7

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
2,982 reviews
Breeze Airways
8.2
Very good
288 reviews

Comfort

8.2

Food

6.7

Entertainment

6.7

Overall

8.2

Boarding

8.3

Crew

8.7

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
2,914 reviews
Breeze Airways
8.2
Very good
288 reviews

Comfort

8.2

Food

6.7

Entertainment

6.7

Overall

8.2

Boarding

8.3

Crew

8.7

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.

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 June 4, 2026.

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

    Istanbul airport offers the cheapest routes to Atlanta, from $23; whereas Cheongju airport is typically cheaper if you're flying to Jeju City, from $24. 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 Istanbul to Ankara from $23 round trip
    Fly from Cheongju to Jeju City from $24 round trip
    Fly from Santa Marta to Medellín from $24 round trip
    Fly from Barcelona to Ibiza from $24 round trip
    Fly from Medellín to Cartagena from $25 round trip

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.