HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Kissimmee

$55+ 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 4/22. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — LAS
May 11 — May 181
Mon 5/11
Mon 5/18
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 April 11, 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 - LGA

MCOLGA

Orlando

Thu 4/23

7:35 pm-10:15 pm

Nonstop2h 40m

New York LaGuardia

Sat 4/25

3:29 pm-6:23 pm

Nonstop2h 54m

$110
Quickest round-trip

OrlandoNew York

MCO - LGA

MCOLGA

Orlando

Mon 6/1

7:25 pm-10:05 pm

Nonstop2h 40m

New York LaGuardia

Sun 6/14

7:00 am-9:45 am

Nonstop2h 45m

$150

OrlandoNewark

MCO - EWR

MCOEWR

Orlando

Fri 7/3

7:15 am-10:01 am

Nonstop2h 46m

Newark

Sat 7/4

11:06 am-1:56 pm

Nonstop2h 50m

$166

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Tue 5/19

4:20 pm-6:25 pm

Nonstop3h 05m

Chicago O'Hare Intl

Tue 5/19

7:35 pm-11:20 pm

Nonstop2h 45m

$169

OrlandoNewark

MCO - EWR

MCOEWR

Orlando

Thu 4/23

6:24 am-12:11 pm

1 stop5h 47m

Newark

Sat 4/25

9:00 am-2:21 pm

1 stop5h 21m

$179

OrlandoNew York

MCO - JFK

MCOJFK

Orlando

Tue 6/30

3:36 pm-6:45 pm

Nonstop3h 09m

New York John F Kennedy Intl

Mon 7/6

7:59 pm-11:18 pm

Nonstop3h 19m

$187

OrlandoNewark

MCO - EWR

MCOEWR

Orlando

Thu 5/7

6:25 pm-9:16 pm

Nonstop2h 51m

Newark

Mon 5/11

7:00 pm-9:58 pm

Nonstop2h 58m

$187

OrlandoNew York

MCO - JFK

MCOJFK

Orlando

Wed 6/10

6:00 am-8:38 am

Nonstop2h 38m

New York John F Kennedy Intl

Mon 6/15

7:59 pm-11:18 pm

Nonstop3h 19m

$187

OrlandoNew York

MCO - LGA

MCOLGA

Orlando

Tue 6/9

7:56 pm-10:50 pm

Nonstop2h 54m

New York LaGuardia

Fri 6/19

7:55 pm-10:55 pm

Nonstop3h 00m

$187

OrlandoNew York

MCO - LGA

MCOLGA

Orlando

Thu 6/18

1:54 pm-4:50 pm

Nonstop2h 56m

New York LaGuardia

Sun 6/21

7:05 am-9:46 am

Nonstop2h 41m

$187

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/10

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.

When is the best time to book a flight from Kissimmee?

Use this chart to determine the optimal time to book a round-trip flight from Kissimmee to Las Vegas. Price data was last updated on April 9, 2026.

To ensure you get the cheapest price possible for a flight from Kissimmee, you should look to book at least 37 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, December is the cheapest month in which you can book a flight from Kissimmee (average of $88). Flying from Kissimmee in February will prove the most costly (average of $155). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

When is the cheapest time to fly from Kissimmee?

Use this chart to determine the cheapest time to fly round-trip from Kissimmee to Las Vegas. Price data was last updated on April 4, 2026.

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

Which airlines fly from Kissimmee?

For flights departing from Kissimmee check dates and pricing for the following: Frontier, JetBlue, Southwest, Spirit Airlines, American Airlines. These airlines depart to the following popular destinations: Las Vegas.

Frontier
Frontier
From $38
Spirit Airlines
Spirit Airlines
From $38
Delta
Delta
From $68
JetBlue
JetBlue
From $51

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 April 11, 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 Southwest,JetBlue, 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.
Southwest
8.0
Very good
4,335 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,335 reviews
Southwest
8.0
Very good
4,335 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
JetBlue
7.2
Good
2,928 reviews
Southwest
8.0
Very good
4,335 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,568 reviews
Southwest
8.0
Very good
4,335 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Spirit Airlines
6.3
Okay
8,611 reviews
Southwest
8.0
Very good
4,335 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Frontier
5.7
Fair
2,998 reviews
Southwest
8.0
Very good
4,335 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 April 11, 2026.

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

    Mexico City Benito Juarez airport offers the cheapest routes to Panama City, from $22; whereas Istanbul airport is typically cheaper if you're flying to Atlanta, from $23. It's best to make sure you are flexible on dates to find the cheapest possible flight options for your journey.

  • What is the cheapest month to fly from Kissimmee?

    December is currently the cheapest month to fly from Kissimmee. At this moment in time February is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

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

    Check out the cheapest flights from Kissimmee to embark to:
    Fly from Mexico City to Monterrey from $22 round trip
    Fly from Medellín to Cartagena from $23 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 Santa Marta from $24 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.