HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Florida Keys

$48+ Cheap flights from Kissimmee, FL to Florida Keys

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 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — EYW
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Kissimmee to Florida Keys with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Kissimmee to Florida Keys

Keep the following information in mind while searching for Kissimmee to Florida Keys flight deals. Data was last updated July 3, 2025.

Round-trip from

$97
(Delta)

One-way from

$48
(American Airlines)

Popular in

December

Cheapest in

August

Average price

$162
From Kissimmee to Florida Keys
Search Deals
One-way flight from Kissimmee to Florida Keys
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($34 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2025
Search Deals

Find flight deals from Kissimmee to Florida Keys

Cheapest flights from Kissimmee to Florida Keys
Explore the most affordable flight options available from Kissimmee to Florida Keys. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.

This Delta deal was found by Cheapflights users on 7/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/257:15 amMCO - MIA
Nonstop1h 10mDelta
Mon 8/257:55 pmMIA - MCO
Nonstop1h 20mDelta
Deal found 7/3$97
This American Airlines deal was found by Cheapflights users on 7/3. 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.
Mon 8/1110:00 amMCO - MIA
Nonstop1h 13mAmerican Airlines
Thu 8/1412:35 pmMIA - MCO
Nonstop1h 25mAmerican Airlines
Deal found 7/3$98
This Southwest deal was found by Cheapflights users on 7/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/148:55 pmMCO - MIA
Nonstop1h 15mSouthwest
Thu 8/2111:45 amMIA - MCO
1 stop7h 25mSouthwest
Deal found 7/2$107
This Breeze Airways deal was found by Cheapflights users on 7/1. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1910:37 amMCO - EYW
Nonstop1h 15mBreeze Airways
Mon 9/228:47 amEYW - MCO
Nonstop1h 10mBreeze Airways
Deal found 7/1$118
This Priceline deal was found by Cheapflights users on 7/2. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/71:53 pmMCO - MIA
1 stop6h 46mFrontier
Mon 8/113:00 pmMIA - MCO
1 stop5h 13mFrontier
Deal found 7/2$121
This Cheapflightsfares deal was found by Cheapflights users on 7/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/512:08 pmMCO - MIA
1 stop7h 18mSpirit Airlines
Thu 9/116:59 pmMIA - MCO
1 stop5h 00mSpirit Airlines
Deal found 7/2$176
This American Airlines deal was found by Cheapflights users on 7/3. 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.
Sun 8/108:01 amMCO - EYW
1 stop4h 57mAmerican Airlines
Thu 8/287:40 pmEYW - MCO
1 stop4h 16mAmerican Airlines
Deal found 7/3$241
This Mytrip deal was found by Cheapflights users on 7/2. 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.
Fri 8/297:00 amMCO - EYW
1 stop9h 51mMultiple Airlines
Sun 8/3110:02 amEYW - MCO
Nonstop1h 10mMultiple Airlines
Deal found 7/2$242

Cheapflights Fare Finder

Customize your flight search to find flights from Kissimmee to Florida Keys 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 July 3, 2025.
Use the filters below to find and compare flights from Kissimmee to Florida Keys that are best for you.

Fly from

Kissimmee

Fly to

Florida Keys

Route

Depart

Return

Price

OrlandoMiami

MCO - MIA

MCOMIA

Orlando

Mon 8/25

7:15 am-8:25 am

Nonstop1h 10m

Miami

Mon 8/25

7:55 pm-9:15 pm

Nonstop1h 20m

$97

OrlandoMiami

MCO - MIA

MCOMIA

Orlando

Mon 8/11

10:00 am-11:13 am

Nonstop1h 13m

Miami

Thu 8/14

12:35 pm-2:00 pm

Nonstop1h 25m

$98

OrlandoMiami

MCO - MIA

MCOMIA

Orlando

Thu 8/14

8:55 pm-10:10 pm

Nonstop1h 15m

Miami

Thu 8/21

11:45 am-7:10 pm

1 stop7h 25m

$107

OrlandoKey West

MCO - EYW

MCOEYW

Orlando

Fri 9/19

10:37 am-11:52 am

Nonstop1h 15m

Key West

Mon 9/22

8:47 am-9:57 am

Nonstop1h 10m

$118

OrlandoMiami

MCO - MIA

MCOMIA

Orlando

Thu 8/7

1:53 pm-8:39 pm

1 stop6h 46m

Miami

Mon 8/11

3:00 pm-8:13 pm

1 stop5h 13m

$121

OrlandoMiami

MCO - MIA

MCOMIA

Orlando

Fri 9/5

12:08 pm-7:26 pm

1 stop7h 18m

Miami

Thu 9/11

6:59 pm-11:59 pm

1 stop5h 00m

$176

OrlandoKey West

MCO - EYW

MCOEYW

Orlando

Sun 8/10

8:01 am-12:58 pm

1 stop4h 57m

Key West

Thu 8/28

7:40 pm-11:56 pm

1 stop4h 16m

$241

OrlandoKey West

MCO - EYW

MCOEYW

Orlando

Fri 8/29

7:00 am-4:51 pm

1 stop9h 51m

Key West

Sun 8/31

10:02 am-11:12 am

Nonstop1h 10m

$242

OrlandoMiami

MCO - MIA

MCOMIA

Orlando

Tue 9/23

10:55 am-12:05 pm

Nonstop1h 10m

$49

OrlandoMiami

MCO - MIA

MCOMIA

Orlando

Tue 9/23

12:30 pm-1:44 pm

Nonstop1h 14m

$50

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

Showing 1-10 of 19 results
1
2

Best time to book a flight from Kissimmee to Florida Keys

Have a flexible travel schedule? Discover the best time to fly to Florida Keys 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.

Cheapflights Insights

Everything you need to know about your flight from Kissimmee to Florida Keys

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

Currently, August is the cheapest month in which you can book a flight from Kissimmee to Florida Keys (average of $328). Flying from Kissimmee to Florida Keys in March is currently the most expensive (average of $492). 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 K1S to EOA?

Find hourly flight availability from Kissimmee to Florida Keys. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 3, 2025.

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

Reviews of airlines servicing Florida Keys

Get insights into the airlines that provide service to Florida Keys. 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 Florida Keys. Reviews last updated July 3, 2025.
Read reviews from past customers who have flown Breeze Airways, Southwest, and Delta from Kissimmee to Florida Keys. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
183 reviews

Entertainment

6.6

Crew

8.8

Food

6.8

Comfort

8.2

Boarding

8.3

Overall

8.1

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
8.1
Very good
183 reviews
Breeze Airways
8.1
Very good
183 reviews

Entertainment

6.6

Crew

8.8

Food

6.8

Comfort

8.2

Boarding

8.3

Overall

8.1

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!
Southwest
8.0
Very good
4,266 reviews
Breeze Airways
8.1
Very good
183 reviews

Entertainment

6.6

Crew

8.8

Food

6.8

Comfort

8.2

Boarding

8.3

Overall

8.1

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!
Delta
8.0
Very good
7,982 reviews
Breeze Airways
8.1
Very good
183 reviews

Entertainment

6.6

Crew

8.8

Food

6.8

Comfort

8.2

Boarding

8.3

Overall

8.1

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
708 reviews
Breeze Airways
8.1
Very good
183 reviews

Entertainment

6.6

Crew

8.8

Food

6.8

Comfort

8.2

Boarding

8.3

Overall

8.1

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
8.1
Very good
183 reviews

Entertainment

6.6

Crew

8.8

Food

6.8

Comfort

8.2

Boarding

8.3

Overall

8.1

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 Kissimmee to Florida Keys. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Kissimmee to Florida Keys one-way?

    The cheapest airline one-way is American Airlines, with whom users have recently found tickets for as low as $48. However, be on the lookout for offers from Southwest and Breeze Airways, as they are both options that can get you from Kissimmee to Florida Keys for a low price.

  • What are the cheapest flights from Kissimmee to Florida Keys?

    The cheapest flight price from Kissimmee to Florida Keys is $51. On average you can expect to pay $162. The most popular route, (Orlando - Miami), can usually be booked for $97.

  • Can I find deals for flights from Kissimmee to Florida Keys that include hotel bookings?

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

  • How can I find direct flights from Kissimmee to Florida Keys?

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

  • Can I find deals for business class flights from Kissimmee to Florida Keys?

    Yes. Cheapflights offers flight deals from Kissimmee to Florida Keys 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 Kissimmee to Florida Keys?

    Currently, August is the cheapest month in which you can book a flight from Kissimmee to Florida Keys (average of $328). Flying from Kissimmee to Florida Keys in March is currently the most expensive (average of $492). 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

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.

Alternative routes for Kissimmee to Florida Keys

See prices for flight routes from nearby airports that may be better suited for you.
Tampa to Miami flights
Tampa to Fort Lauderdale flights
Tampa to Key West flights
Miami to Tampa flights
Fort Lauderdale to Tampa flights
Jacksonville to Miami flights
Orlando to Key West flights
Fort Lauderdale to Orlando flights
Pensacola to Miami flights
Pensacola to Fort Lauderdale flights
Orlando to Miami flights
Pensacola to Tampa flights
Miami to Orlando flights
Miami to Jacksonville flights
Pensacola to Orlando flights
Orlando to Fort Lauderdale flights
Fort Lauderdale to Pensacola flights
Fort Lauderdale to Jacksonville flights
Jacksonville to Fort Lauderdale flights
Fort Lauderdale to Tallahassee flights
Tallahassee to Fort Lauderdale flights
Tallahassee to Key West flights
Orlando to Pensacola flights
Jacksonville to Key West flights
Miami to Pensacola flights
Pensacola to Key West flights
Jacksonville to West Palm Beach flights
West Palm Beach to Tampa flights
Fort Lauderdale to Key West flights
Tallahassee to Miami flights
West Palm Beach to Jacksonville flights
Melbourne to Pensacola flights
Miami to Tallahassee flights
Sarasota to Key West flights
Miami to Panama City flights
West Palm Beach to Pensacola flights
Tampa to West Palm Beach flights
Tampa to Pensacola flights
Orlando to Panama City flights
Pensacola to West Palm Beach flights
Tallahassee to West Palm Beach flights
Tampa to Orlando flights
Tampa to Jacksonville flights
Panama City to Fort Lauderdale flights
West Palm Beach to Key West flights
Fort Lauderdale to Miami flights
Valparaiso to Miami flights
Panama City to Miami flights
West Palm Beach to Panama City flights
Daytona Beach to Valparaiso flights

Top 6 airlines flying from Kissimmee to Florida Keys

Discover the top 6 airlines that operate flights from Kissimmee to Florida Keys. 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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$50Average$102FlexibilityNo cancel feeOn-time88%
Silver AirwaysCheapest$70Average$174FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$77Average$159FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$86Average$177FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$119Average$257FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$192Average$297FlexibilityNo cancel feeOn-time71%

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.