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Kissimmee

$96+ Cheap flights from Key West (EYW) to Kissimmee, FL

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/12. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — MCO
mar. 31 — abr. 71
lun. 3/31
lun. 4/7
1 adult, Economy
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Cheap flight deals from Key West to Kissimmee

Keep the following information in mind while searching for Key West to Kissimmee flight deals. Data was last updated marzo 26, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$263
(Mytrip)

One-way from

$103
(Priceline)

Popular in

April

Cheapest in

February

Average price

$173
Provider with most accurate pricing for Key West-Orlando (ORL) flight deals.
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Provider most trusted by Cheapflights users for Key West-Orlando (ORL) flights.
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From Key West to Kissimmee
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One-way flight from Key West to Kissimmee
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Highest demand for flights based on searches. 16% potential increase in price ($40 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Find flight deals from Key West to Kissimmee

Cheapest flights from Key West to Kissimmee
Explore the most affordable flight options available from Key West to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on marzo 26, 2025.

This Kiwi.com deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 6/129:57 amEYW - MCO
Nonstop1h 10mBreeze Airways
lun. 6/168:30 amMCO - EYW
Nonstop1h 15mBreeze Airways
Deal found 3/24$96
This Mytrip deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/810:23 amEYW - MCO
1 stop28h 59mMultiple Airlines
jue. 5/159:39 amMCO - EYW
1 stop7h 06mMultiple Airlines
Deal found 3/24$259
This American Airlines deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 4/187:29 pmEYW - MCO
1 stop12h 45mAmerican Airlines
dom. 4/207:00 amMCO - EYW
1 stop5h 51mAmerican Airlines
Deal found 3/24$415
This Mytrip deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 3/278:53 amEYW - MCO
2 stops30h 01mAllegiant Air
sáb. 3/298:35 amMCO - EYW
2 stops23h 28mAllegiant Air
Deal found 3/24$577
This United Airlines deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 6/122:45 pmEYW - MCO
2 stops27h 15mUnited Airlines
lun. 6/167:05 pmMCO - EYW
2 stops17h 48mUnited Airlines
Deal found 3/24$634

Cheapflights Fare Finder

Customize your flight search to find flights from Key West to Kissimmee that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated marzo 26, 2025.
Use the filters below to find and compare flights from Key West to Kissimmee that are best for you.

Fly from

Key West

Fly to

Kissimmee

Route

Depart

Return

Price

Key WestOrlando

EYW - MCO

EYWMCO

Key West

jue. 5/8

10:23 am-8:00 am

1 stop21h 37m

Orlando

dom. 5/11

3:16 pm-9:01 am

2 stops17h 45m

$263

Key WestOrlando

EYW - MCO

EYWMCO

Key West

dom. 7/27

10:02 am-11:12 am

Nonstop1h 10m

Orlando

jue. 7/31

11:52 am-1:07 pm

Nonstop1h 15m

$340

Key WestOrlando

EYW - MCO

EYWMCO

Key West

sáb. 5/31

1:39 pm-6:13 pm

1 stop4h 34m

Orlando

mar. 6/3

6:00 am-4:52 pm

1 stop10h 52m

$393

Key WestOrlando

EYW - MCO

EYWMCO

Key West

sáb. 5/31

8:45 am-12:45 am

2 stops16h 00m

Orlando

mar. 6/3

7:05 pm-12:53 pm

2 stops17h 48m

$616

Key WestOrlando

EYW - MCO

EYWMCO

Key West

dom. 8/3

10:02 am-11:12 am

Nonstop1h 10m

$103

Key WestOrlando

EYW - MCO

EYWMCO

Key West

jue. 5/29

4:06 pm-12:50 pm

1 stop20h 44m

$108

Key WestOrlando

EYW - MCO

EYWMCO

Key West

jue. 5/29

4:06 pm-8:37 pm

2 stops28h 31m

$148

Key WestOrlando

EYW - MCO

EYWMCO

Key West

lun. 5/12

11:28 am-7:59 pm

1 stop8h 31m

$238

Key WestOrlando

EYW - MCO

EYWMCO

Key West

sáb. 5/17

8:45 am-10:44 am

2 stops25h 59m

$305

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/25

Best time to book a flight from Key West to Kissimmee

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

Cheapflights Insights

Everything you need to know about your flight from Key West to Kissimmee

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

Currently, May is the cheapest month in which you can book a flight from Key West to Kissimmee (average of $206). Flying from Key West to Kissimmee in November is currently the most expensive (average of $289). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from EYW to K1S?

Find hourly flight availability from Key West to Kissimmee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated marzo 26, 2025.

When flying from Key West to Kissimmee, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from Key West to Kissimmee?

Use this chart to determine the cheapest time to fly round-trip from Key West to Kissimmee. Price data was last updated on March 23, 2025.

Travelers seeking maximum savings on their Key West to Kissimmee flight should consider departing on Tuesday evenings when fares are most often at their lowest. Tuesday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Kissimmee by month

Plan your trip to Kissimmee by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Kissimmee ranges from 2.4 - 8.7 inches per month. June is typically the wettest month, when rainfall can reach 8.7 in. November is typically the driest time to visit Kissimmee when rainfall is around 2.4 in.

Temperature in Kissimmee by month

Plan your trip to Kissimmee by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Kissimmee, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 60.8 F).

Reviews of airlines servicing Kissimmee

Get insights into the airlines that provide service to Kissimmee. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kissimmee. Reviews last updated marzo 26, 2025.
Breeze Airways
8.0
Very good
156 reviews

Boarding

8.3

Entertainment

6.6

Overall

8.0

Comfort

8.2

Crew

8.8

Food

6.7

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.0
Very good
156 reviews
Breeze Airways
8.0
Very good
156 reviews

Boarding

8.3

Entertainment

6.6

Overall

8.0

Comfort

8.2

Crew

8.8

Food

6.7

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
United Airlines
7.4
Good
8,608 reviews
Breeze Airways
8.0
Very good
156 reviews

Boarding

8.3

Entertainment

6.6

Overall

8.0

Comfort

8.2

Crew

8.8

Food

6.7

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Allegiant Air
7.3
Good
730 reviews
Breeze Airways
8.0
Very good
156 reviews

Boarding

8.3

Entertainment

6.6

Overall

8.0

Comfort

8.2

Crew

8.8

Food

6.7

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
American Airlines
7.2
Good
10,000 reviews
Breeze Airways
8.0
Very good
156 reviews

Boarding

8.3

Entertainment

6.6

Overall

8.0

Comfort

8.2

Crew

8.8

Food

6.7

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

Related info for your journey

Find useful and relevant information for your journey from Key West to Kissimmee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Key West to Kissimmee?

    Key West (EYW), located 2.6 mi from the city center, is the airport you fly out of when you book flights from Key West to Kissimmee. 4 airlines have flights from Key West to Kissimmee on a regular basis. Booking flights from Key West to Kissimmee should not be difficult; the airport handles an average of 0 outbound flights to Kissimmee per day.

  • What are the cheapest airlines to fly from Key West to Kissimmee one-way?

    For one-way options, check prices for Breeze Airways. According to our data, you can fly for as low as $103. Users have also found prices from $108 and $238 on Allegiant Air and American Airlines, respectively.

  • What are the most reliable airlines from Key West to Kissimmee?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Key West to Kissimmee on time: Azul (40%), JetBlue (40%), Copa Airlines (40%).

  • What are the cheapest flights from Key West to Kissimmee?

    Looking for the cheapest flight from Key West to Kissimmee? While on average our users pay $193, our data indicates the cheapest price to be $86. The most popular route (Key West - Orlando), is priced around $96.

  • Can I find deals for flights from Key West to Kissimmee that include hotel bookings?

    Yes. In addition to deals on Key West to Kissimmee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Key West to Kissimmee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Key West to Kissimmee.

  • Can I find deals for business class flights from Key West to Kissimmee?

    Yes. Cheapflights offers flight deals from Key West 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.

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

    Currently, May is the cheapest month in which you can book a flight from Key West to Kissimmee (average of $206). Flying from Key West to Kissimmee in November is currently the most expensive (average of $289). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 4 airlines flying from Key West to Kissimmee

Discover the top 4 airlines that operate flights from Key West to Kissimmee. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated marzo 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$68Average$97FlexibilityNo cancel feeOn-time88%
United AirlinesCheapest$86Average$177FlexibilityNo cancel feeOn-time69%
Silver AirwaysCheapest$119Average$222FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$221Average$318FlexibilityNo cancel feeOn-time71%
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