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Kissimmee

$60+ 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 5/23. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — SEA
May 28 — Jun 41
Thu 5/28
Thu 6/4
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 April 28, 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

Thu 5/7

6:00 am-8:48 am

Nonstop2h 48m

Newark

Sat 5/9

6:15 am-9:00 am

Nonstop2h 45m

$107

OrlandoNew York

MCO - LGA

MCOLGA

Orlando

Sun 5/10

8:31 pm-10:00 pm

1 stop25h 29m

New York LaGuardia

Tue 5/12

8:15 pm-11:12 pm

Nonstop2h 57m

$154

OrlandoNewark

MCO - EWR

MCOEWR

Orlando

Fri 5/15

6:41 pm-11:52 pm

1 stop5h 11m

Newark

Mon 5/18

6:15 am-9:00 am

Nonstop2h 45m

$156

OrlandoNew York

MCO - LGA

MCOLGA

Orlando

Tue 6/23

8:36 pm-11:24 pm

Nonstop2h 48m

New York LaGuardia

Tue 6/30

6:30 am-9:16 am

Nonstop2h 46m

$163

OrlandoNew York

MCO - LGA

MCOLGA

Orlando

Thu 6/11

1:54 pm-4:50 pm

Nonstop2h 56m

New York LaGuardia

Mon 6/15

7:55 pm-10:55 pm

Nonstop3h 00m

$167
Quickest round-trip

OrlandoNewark

MCO - EWR

MCOEWR

Orlando

Thu 5/28

9:14 pm-11:59 pm

Nonstop2h 45m

Newark

Sun 5/31

6:00 am-8:47 am

Nonstop2h 47m

$167

OrlandoNewark

MCO - EWR

MCOEWR

Orlando

Thu 10/1

7:20 am-9:59 am

Nonstop2h 39m

Newark

Mon 10/5

6:45 pm-9:45 pm

Nonstop3h 00m

$167

OrlandoNewark

MCO - EWR

MCOEWR

Orlando

Fri 10/2

7:20 am-9:59 am

Nonstop2h 39m

Newark

Sun 10/4

8:47 pm-11:47 pm

Nonstop3h 00m

$167

OrlandoNew York

MCO - JFK

MCOJFK

Orlando

Thu 5/21

8:24 pm-11:17 pm

Nonstop2h 53m

New York John F Kennedy Intl

Fri 5/29

7:31 pm-10:40 pm

Nonstop3h 09m

$172

OrlandoNew York

MCO - LGA

MCOLGA

Orlando

Thu 6/18

8:36 pm-11:24 pm

Nonstop2h 48m

New York LaGuardia

Mon 7/6

3:29 pm-6:28 pm

Nonstop2h 59m

$182

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/27

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: Alaska Airlines, Delta, Frontier, Hawaiian Airlines, Southwest. These airlines depart to the following popular destinations: Seattle.

Frontier
Frontier
From $37
Spirit Airlines
Spirit Airlines
From $38
JetBlue
JetBlue
From $51
Delta
Delta
From $68

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 28, 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,Alaska Airlines, andDelta. 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
4,314 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Overall

8.0

Comfort

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
4,314 reviews
Southwest
8.0
Very good
4,314 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Overall

8.0

Comfort

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.
Alaska Airlines
7.9
Good
12,309 reviews
Southwest
8.0
Very good
4,314 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Overall

8.0

Comfort

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.
Delta
7.9
Good
8,466 reviews
Southwest
8.0
Very good
4,314 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Overall

8.0

Comfort

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.
Hawaiian Airlines
7.8
Good
2,837 reviews
Southwest
8.0
Very good
4,314 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Overall

8.0

Comfort

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
2,970 reviews
Southwest
8.0
Very good
4,314 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Overall

8.0

Comfort

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.

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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 April 28, 2026.

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

    Istanbul airport offers the cheapest routes to Boston, 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 Brussels to Budapest from $28 round trip
    Fly from Frankfurt am Main to Tirana from $29 round trip
    Fly from Brussels to Warsaw from $32 round trip

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